Skip to main content

Preparation of selectively alkylated saccharides as synthetic intermediates

  • Conference paper
  • First Online:
Carbohydrate Chemistry

Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 154))

Abstract

Methods now available for the partial protection of carbohydrate hydroxyl groups by alkylation are critically evaluated. Of the numerous alkyl protecting groups known, only those widely used in synthetic chemistry of saccharides are discussed. Benzyl, allyl, triphenylmethyl and other arylalkyl ethers, trimethylsilyl, tert-butyldimethylsilyl, and tert-butyldiphenylsilyl ethers are the main topics of the article.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

7 References

  1. Sugihara JM (1953) Adv Carbohydr Chem 8: 1

    CAS  Google Scholar 

  2. Haines AH (1976) Adv Carbohydr Chem Biochem 33: 11

    CAS  Google Scholar 

  3. Helferich B (1948) Adv Carbohydr Chem 3: 79

    CAS  Google Scholar 

  4. Penman A, Rees DA (1973) J Chem Soc Perkin I: 2188

    Google Scholar 

  5. Mega T, Nishikawa A, Ikenaka T (1983) Carbohydr Res 112: 313

    CAS  Google Scholar 

  6. Staněk J (jr), Jerábková J, Jarý J (1984) Collect Czech Chem Commun 49: 2922

    Google Scholar 

  7. Haines AH (1981) Adv Carbohydr Chem Biochem 39: 13

    CAS  Google Scholar 

  8. Greene TW (1981) Protective groups in organic synthesis, Wiley, New York

    Google Scholar 

  9. McOmie JFW (1973) Protective groups in organic chemistry, Plenum Press, New York

    Google Scholar 

  10. Staněk J (jr), Balcarová Š, Jurý J (in press) Carbohydr Res

    Google Scholar 

  11. Staněk J (jr), Chuchvalec P, Čapek K, Kefurt K, Jarý J (1974) Carbohydr Res 36: 273

    Google Scholar 

  12. Spurlin HM (1954) in: Ott E, Spurlin HM, Grafflin MW (eds) Cellulose and cellulose derivatives, II, High polymers, vol V, Interscience, New York

    Google Scholar 

  13. Garegg PJ (1963) Acta Chem Scand 17: 1343

    CAS  Google Scholar 

  14. Spurlin HM (1939) J Am Chem Soc 61: 2222

    CAS  Google Scholar 

  15. Marek M, Chuchvalec P, Kefurt K, Jarý J (1978) Collect Czech Chem Commun 43: 115

    CAS  Google Scholar 

  16. Lehrfeld J (1975) Carbohydr Res 39: 364

    CAS  Google Scholar 

  17. Luby P (1975) J Chem Soc Perkin II: 1196

    Google Scholar 

  18. Küster JM, Luftmann H, Dyong I (1976) Chem Ber 106: 2223

    Google Scholar 

  19. Mihálov V, Kováčik V, Toman R, Tvaroška I (1983) Carbohydr Res 119: 13

    Google Scholar 

  20. Paulsen H, Röben W, Heiker FR (1980) Tetrahedron Lett 3679

    Google Scholar 

  21. Zamojski A, Grzeszczyk B, Banaszek A, Babiński J, Bordas X, Dziewiszek K, Jarosz S (1985) Carbohydr Res 142: 165

    CAS  Google Scholar 

  22. Paulsen H, Bünsch A (1981) Liebigs Ann Chem 2204

    Google Scholar 

  23. Closkey CM (1957) Adv Carbohydr Chem 12: 137

    Google Scholar 

  24. Wing RE, BeMiller JN (1972) Methods Carbohydr Chem 6: 368

    CAS  Google Scholar 

  25. Gorin PAJ (1982) Carbohydr Res 101: 13

    CAS  Google Scholar 

  26. Borén HB, Garegg PJ, Kenne L, Pilotti Å, Svensson S, Swahn CG (1973) Acta Chem Scand 27: 2740

    Google Scholar 

  27. Reinefeld E, Heincke KD (1971) Chem Ber 104: 265

    CAS  Google Scholar 

  28. Reicher F, Corrêa JBC, Gorin PAJ (1984) Carbohydr Res 135: 129

    CAS  Google Scholar 

  29. Ichikawa Y, Manaka A, Kuzuhara H (1985) Carbohydr Res 138: 55

    CAS  Google Scholar 

  30. Borén HB, Garegg PJ, Kenne L, Maron L, Svensson S (1972) Acta Chem Scand 26: 644

    Google Scholar 

  31. Borén HB, Garegg PJ, Wallin NH (1972) Acta Chem Scand 26: 1082

    Google Scholar 

  32. Alfredsson G, Borén HB, Garegg PJ (1972) Acta Chem Scand 26: 3431

    CAS  Google Scholar 

  33. Kondo Y, Noumi K, Kitagawa S, Hirano S (1983) Carbohydr Res 123: 157

    CAS  Google Scholar 

  34. Seib PA (1968) Carbohydr Res 8: 101

    CAS  Google Scholar 

  35. Bovin NV, Zurabyan SE, Khorlin AYa (1980) Izv Akad Nauk SSSR, Ser Khim 199; (1980) CA 92: 215673

    Google Scholar 

  36. Jacquinet JC, Petit JM, Sinaÿ P (1974) Carbohydr Res 38: 305

    CAS  Google Scholar 

  37. Berry JM, Dutton CGS (1974) Carbohydr Res 38: 339

    CAS  Google Scholar 

  38. Nashed MA, Anderson L (1976) Carbohydr Res 51: 65

    CAS  Google Scholar 

  39. Nashed MA, Anderson L (1977) Carbohydr Res 56: 419

    CAS  Google Scholar 

  40. Jacquinet JC, Sinaÿ P (1977) J Org Chem 42: 720

    CAS  Google Scholar 

  41. Rollin P, Sinaÿ P (1977) J Chem Soc Perkin I: 2513

    Google Scholar 

  42. Jacquinet JC, Sinaÿ P (1976) Carbohydr Res 46: 138

    CAS  Google Scholar 

  43. Warren CD, Jeanloz RW (1977) Carbohydr Res 53: 67

    CAS  Google Scholar 

  44. Petit JM, Jacquinet JC, Sinaÿ P (1980) Carbohydr Res 82: 130

    CAS  Google Scholar 

  45. Rana SS, Vig R, Matta KL (1982/83) J Carbohydr Chem 1: 261

    Google Scholar 

  46. Ekborg G, Sone Y, Glaudemans CPJ (1982) Carbohydr Res 110: 55

    CAS  Google Scholar 

  47. Farkaš J, Ledvina M, Brokeš J, Ježek J, Zajiček J, Zaoral M (1987) Carbohydr Res 163: 63

    Google Scholar 

  48. Kondo Y (1975) Agric Biol Chem 39: 1879

    CAS  Google Scholar 

  49. Grishkovets VI, Chirva VYa (1982) Khim Prirod Soedin 28 (1982); CA 96: 218137

    Google Scholar 

  50. Brimacombe JS (1972) Methods Carbohydr Chem 6: 376

    CAS  Google Scholar 

  51. Tate ME, Bishop CT (1963) Can J Chem 41: 1801

    Google Scholar 

  52. Flowers HM (1975) Carbohydr Res 39: 245

    CAS  Google Scholar 

  53. Flowers HM (1982) Carbohydr Res 100: 418

    CAS  Google Scholar 

  54. David S, Thieffry A, Veyrières A (1981) J Chem Soc Perkin I: 1796

    Google Scholar 

  55. Imura N, Tsuruo T, Ukiki T (1968) Chem Pharm Bull 16: 1105

    CAS  Google Scholar 

  56. Kikugawa K, Sato F, Tsuruo T, Imura N, Ukita T (1968) Chem Pharm Bull 16: 1110

    CAS  Google Scholar 

  57. Iwashige T, Saeki H (1967) Chem Pharm Bull 15: 1803

    CAS  Google Scholar 

  58. Augé C, David S, Veyrières A (1976) J Chem Soc, Chem Commun 375

    Google Scholar 

  59. Flowers HM (1982) Carbohydr Res 99: 170

    CAS  Google Scholar 

  60. Flowers HM (1983) Carbohydr Res 119: 75

    CAS  Google Scholar 

  61. Bovin NV, Zurabyan SE, Khorlin AYa (1983) J Carbohydr Chem 2: 249

    CAS  Google Scholar 

  62. Srivastava HC, Srivastava VK (1977) Carbohydr Res 58: 227

    CAS  Google Scholar 

  63. Lipták A, Czégéni I, Harangi J, Nánási P (1979) Carbohydr Res 73: 327

    Google Scholar 

  64. Gigg J, Gigg R, Payne S, Conant R (1985) Carbohydr Res 140: C1

    Google Scholar 

  65. Kihlberg J, Frejd T, Jansson K, Magnusson G (1986) Carbohydr Res 152: 113

    CAS  Google Scholar 

  66. Czernecki S, Georgoulis C, Provelenghiou C (1976) Tetrahedron Lett 3535

    Google Scholar 

  67. Lubineau A, Thieffry A, Veyrières A (1976) Carbohydr Res 46: 143

    CAS  Google Scholar 

  68. Ireland RE, Wrets PGM, Ernst B (1981) J Am Chem Soc 103: 3205

    CAS  Google Scholar 

  69. Wróblewski AE (1984) Carbohydr Res 131: 325

    Google Scholar 

  70. Ezekiel AD, Overend WG, Williams NR (1971) J Chem Soc C: 2907

    Google Scholar 

  71. Küster JM, Dyong I (1975) Liebigs Ann Chem 2179

    Google Scholar 

  72. Gent PA, Gigg R, Conant R (1973) J Chem Soc Perkin I: 1858

    Google Scholar 

  73. Gent PA, Gigg R, Conant R (1972) J Chem Soc Perkin I: 1535

    Google Scholar 

  74. Koto S, Takebe Y, Zen S (1972) Bull Chem Soc Jpn 45: 291

    CAS  Google Scholar 

  75. Morishima N, Koto S, Kusuhara C, Zen S (1982) Bull Chem Soc Jpn 55: 631

    CAS  Google Scholar 

  76. Van der Vleugel DJM, Vliegenthart JFG (1982) Carbohydr Res 105: 168

    Google Scholar 

  77. Myles A, Pfleiderer W (1972) Chem Ber 105: 3327

    CAS  Google Scholar 

  78. Kowollik G, Otto A, Etzold G, Langen P (1973) Z Chem 13: 217

    CAS  Google Scholar 

  79. Angyal I (1938) Magyar Biol Kutatóintézet Munkái 10: 449; (1939) CA 33: 4963

    CAS  Google Scholar 

  80. Angyal SJ, Russell AF (1969) Aust J Chem 22: 391

    CAS  Google Scholar 

  81. Angyl SJ, Tate ME (1965) J Chem Soc 6949

    Google Scholar 

  82. Angyal SJ, Stewart TS (1966) Aust J Chem 19: 1683

    CAS  Google Scholar 

  83. Dejter-Juszynski M, Flowers HM (1973) Carbohydr Res 28: 61

    CAS  Google Scholar 

  84. Garegg PJ, Norberg T (1976) Carbohydr Res 52: 235

    CAS  Google Scholar 

  85. Küster JM, Dyong I, Schmeer D (1976) Chem Ber 109: 1253

    Google Scholar 

  86. Klyashchitskii BA, Krylova EB, Shvets VI (1972) Zh. Obsch Khim 42: 2586

    CAS  Google Scholar 

  87. Morishima N, Koto S, Oshima M, Sugimoto A, Zen S (1983) Bull Chem Soc Jpn 56: 2849

    CAS  Google Scholar 

  88. Schmidt RR, Gohl A (1979) Chem Ber 112: 1689

    CAS  Google Scholar 

  89. Iversen T, Bundle DR (1981) J Chem Soc Chem Commun 1240

    Google Scholar 

  90. Wessel HP, Iversen T, Bundle DR (1985) J Chem Soc Perkin I: 2247

    Google Scholar 

  91. Ekborg G, Glaudemans CPJ (1985) Carbohydr Res 142: 213

    CAS  Google Scholar 

  92. Toman R, Rosik J, Zikmund M (1982) Carbohydr Res 103: 165

    CAS  Google Scholar 

  93. Christensen LF, Broom AD (1972) J Org Chem 37: 3398

    CAS  Google Scholar 

  94. Chittenden GJF (1981) Carbohydr Res 91: 85

    CAS  Google Scholar 

  95. Barrett AGM, Read RW, Barton DHR (1980) J Chem Soc Perkin I: 2184

    Google Scholar 

  96. Decoster E, Lacombe JM, Strebler JL, Ferrari B, Pavia AA (1983) J Carbohydr Chem 2: 329

    CAS  Google Scholar 

  97. Fügedi P, Nänási P (1981) J Carbohydr Nucl 8: 547

    Google Scholar 

  98. Isogai A, Ishizu A, Nakano J (1984) J Appl Polym Sci 29: 2097

    CAS  Google Scholar 

  99. Binkley RW, Ambrose MG (1984) J Carbohydr Chem 3: 1

    CAS  Google Scholar 

  100. Lemieux RU, Kondo T (1974) Carbohydr Res 35: C4

    Google Scholar 

  101. Berry JM, Hall LD (1976) Carbohydr Res 47: 307

    CAS  Google Scholar 

  102. Hasegawa A, Goto M, Kiso M (1985) J. Carbohydr Chem 4: 627

    CAS  Google Scholar 

  103. Florent JC, Monneret C (1980) Carbohydr Res 81: 225

    CAS  Google Scholar 

  104. Di Cesare P, Gross B (1976) Carbohydr Res 48: 271

    Google Scholar 

  105. Zhdanov YuA, Alekseev YuE, Doroshenko SS, Bogdanova GV, Sudareva TP, Alekseeva VG (1978) Dokl Akad Nauk SSSR 238: 1102; (1978) CA 89: 43 992

    CAS  Google Scholar 

  106. Garegg PJ, Iversen T, Oscarson S (1976) Carbohydr Res 50: C12

    Google Scholar 

  107. Nouguier R, Lambert C, Azria O (1985) Tetrahedron Lett 26: 5769

    CAS  Google Scholar 

  108. Rana SS, Barlow JJ, Matta KL (1980) Carbohydr Res 84: 353

    CAS  Google Scholar 

  109. Takeo K, Nakaji T, Shinmitsu K (1984) Carbohydr Res 133: 275

    CAS  Google Scholar 

  110. Rana SS, Piskorz CF, Barlow JJ, Matta KL (1980) Carbohydr Res 83: 170

    CAS  Google Scholar 

  111. Sarkar AK, Roy N (1987) Carbohydr Res 163: 285

    CAS  Google Scholar 

  112. Ogawa T, Kaburagi T (1982) Carbohydr Res 103: 53

    CAS  Google Scholar 

  113. Doboszewski B, Zamojski A (1987) Carbohydr Res 164: 470

    CAS  Google Scholar 

  114. Hoffman J, Theander O, Lindberg B, Norberg T (1985) Carbohydr Res 137: 265

    CAS  Google Scholar 

  115. Verez Bencomo V, Diaz Rodriguez P, Garcia Fernandez G, Basterrechea Rey MCM (1981) Rev Cubana Farm 15: 26; (1982) CA 96: 52 594

    CAS  Google Scholar 

  116. Verez Bencomo V, Saenz de la C GA, Garcia Fernandez G, Basterrechea MCM, Coll Manchado F (1981) Rev Cubana Farm 15: 169; (1982) CA 96: 85867

    CAS  Google Scholar 

  117. Paulsen H, Lebuhn R, Lockhoff O (1982) Carbohydr Res 103: C7

    Google Scholar 

  118. Paulsen H, Lebuhn R (1983) Liebigs Ann Chem: 1047

    Google Scholar 

  119. Paulsen H, Heume M, Györgydeak Z, Lebuhn R (1985) Carbohydr Res 144: 57

    CAS  Google Scholar 

  120. Kong F, Schuerch C (1983) Carbohydr Res 112: 141

    CAS  Google Scholar 

  121. Handa VK, Barlow JJ, Matta KL (1979) Carbohydr Res 76: C1

    Google Scholar 

  122. Awad LF, El Ashry ESH, Schuerch C (1983) Carbohydr Res 122: 69

    CAS  Google Scholar 

  123. Poszgay V (1979) Carbohydr Res 69: 284

    Google Scholar 

  124. Handa VK, Piskorz CF, Barlow JJ, Matta KL (1979) Carbohydr Res 74: C5

    Google Scholar 

  125. Fang Y, Kong F, Wang Q (1987) J Carbohydr Chem 6: 169

    CAS  Google Scholar 

  126. Rana SS, Barlow JJ, Matta KL (1980) Carbohydr Res 85: 313

    CAS  Google Scholar 

  127. Köpper S, Thiem J (1987) J Carbohydr Chem 6: 57

    Google Scholar 

  128. Garegg PJ, Iversen T, Johansson R, Lindberg B (1984) Carbohydr Res 130: 322

    CAS  Google Scholar 

  129. Fernandez-Mayoralas A, Martin-Lomas M, Villanueva D (1985) Carbohydr Res 140: 81

    CAS  Google Scholar 

  130. Wagner D, Verheyden JPH, Moffatt JG (1974) J Org Chem 39: 24

    CAS  Google Scholar 

  131. Nashed MA, Anderson L (1976) Tetrahedron Lett 3503

    Google Scholar 

  132. Nashed MA, Anderson L (1977) Carbohydr Res 56: 325

    CAS  Google Scholar 

  133. Haque ME, Kikuchi T, Yoshimoto K, Tsuda Y (1985) Chem Pharm Bull 33: 2243

    CAS  Google Scholar 

  134. Slife CW, Nashed MA, Anderson L (1981) Carbohydr Res 93: 219

    CAS  Google Scholar 

  135. Jacquinet JC, Duchet D, Milat ML, Sinaÿ P (1981) J Chem Soc Perkin I: 326

    Google Scholar 

  136. Hong N, Funabashi M, Yoshimura J (1981) Carbohydr Res 96: 21

    CAS  Google Scholar 

  137. David S, Thieffry A (1979) J Chem Soc Perkin I: 1568

    Google Scholar 

  138. Cubero II, López-Espinosa MTP (1986) J Carbohydr Chem 5: 299

    CAS  Google Scholar 

  139. Nashed MA (1978) Carbohydr Res 60: 200

    CAS  Google Scholar 

  140. Dessinges A, Olesker A, Lukacs G, Ton That Thang (1984) Carbohydr Res 126: C6

    Google Scholar 

  141. Takeo K, Tei S (1985) Carbohydr Res 141: 159

    CAS  Google Scholar 

  142. Takeo K, Shibata K (1984) Carbohydr Res 133: 147

    CAS  Google Scholar 

  143. Nashed MA, El-Sokkary RI, Rateb L (1984) Carbohydr Res 131: 47

    CAS  Google Scholar 

  144. Aspinall GO, Takeo KI (1983) Carbohydr Res 121: 61

    CAS  Google Scholar 

  145. Kováč P, Glaudemans CPJ, Taylor RB (1985) Carbohydr Res 142: 158

    Google Scholar 

  146. Kováč P, Glaudemans CPJ (1985) Carbohydr Res 138: C10

    Google Scholar 

  147. Martin A, Païs M, Monneret C (1983) Carbohydr Res 113: 21

    CAS  Google Scholar 

  148. David S, Hanessian S (1985) Tetrahedron 41: 643

    CAS  Google Scholar 

  149. Poszgay V, Neszmélyi A (1980) Carbohydr Res 85: 143

    Google Scholar 

  150. Kosma P, Christian R, Schulz G, Unger FM (1985) Carbohydr Res 141: 239

    CAS  Google Scholar 

  151. Schmidt RR, Gohl A, Karg T (1979) Chem Ber 112: 1705

    CAS  Google Scholar 

  152. Monneret C, Gagnet R, Florent JC (1987) J Carbohydr Chem 6: 221

    CAS  Google Scholar 

  153. Brimacombe JS, Rahman KMM (1985) J Chem Soc Perkin I: 1067

    Google Scholar 

  154. Eis MJ, Ganem B (1988) Carbohydr Res 176: 316

    CAS  Google Scholar 

  155. Grindley TB, Thangarasa R (1988) Carbohydr Res 172: 311

    CAS  Google Scholar 

  156. Fernandez-Mayoralas A, Martin-Lomas M (1986) Carbohydr Res 154: 93

    CAS  Google Scholar 

  157. Ogawa T, Matsui M (1978) Carbohydr Res 62: C1

    Google Scholar 

  158. Alais J, Veyrières A (1981) J Chem Soc Perkin I: 377

    Google Scholar 

  159. Ogawa T, Takahashi Y, Matsui M (1982) Carbohydr Res 102: 207

    CAS  Google Scholar 

  160. Ogawa T, Nukada T, Matsui M (1982) Carbohydr Res 101: 263

    CAS  Google Scholar 

  161. Arnarp J, Lönngren J (1981) J Chem Soc Perkin I: 2070

    Google Scholar 

  162. Arnarp J, Baumann H, Lönn H, Lönngren J, Nyman H, Ottosson H (1983) Acta Chem Scand B37: 329

    CAS  Google Scholar 

  163. Cruzado MC, Martin-Lomas M (1988) Carbohydr Res 175: 193

    Google Scholar 

  164. Koike K, Sugimoto M, Sato S, Ito Y, Nakahara Y, Ogawa T (1987) Carbohydr Res 163: 189

    CAS  Google Scholar 

  165. Takahashi Y, Ogawa T (1987) Carbohydr Res 164: 227

    Google Scholar 

  166. Ogawa T, Kitajima T, Nukada T (1983) Carbohydr Res 123: C5

    Google Scholar 

  167. Veyrières A (1981) J Chem Soc. Perkin I: 1626

    Google Scholar 

  168. Ogawa T, Nakabayashi S (1981) Carbohydr Res 97: 81

    CAS  Google Scholar 

  169. El Sadek MM, Warren CD, Jeanloz RW (1984) Carbohydr Res 131: 166

    Google Scholar 

  170. Ogawa T, Nakabayashi S, Sasajima K (1981) Carbohydr Res 96: 29

    CAS  Google Scholar 

  171. Wessel HP, Iversen T, Bundle DR (1984) Carbohydr Res 130: 5

    CAS  Google Scholar 

  172. Eby R, Schuerch C (1982) Carbohydr Res 100: C41

    Google Scholar 

  173. Eby R, Webster KT, Schuerch C (1984) Carbohydr Res 129: 111

    CAS  Google Scholar 

  174. Garegg PJ, Hultberg H (1981) Carbohydr Res 93: C10

    Google Scholar 

  175. Garegg PJ, Hultberg H, Wallin S (1982) Carbohydr Res 108: 97

    CAS  Google Scholar 

  176. Noumi K, Kitagawa S, Kondo Y, Hirano S (1984) Carbohydr Res 134: 172

    CAS  Google Scholar 

  177. Madiyalakan R, Chowdhary MS, Rana SS, Matta KL (1986) Carbohydr Res 152: 183

    CAS  Google Scholar 

  178. Garegg PJ, Oscarson S (1983) Carbohydr Res 114: 322

    CAS  Google Scholar 

  179. Takeo K, Okushio K, Fukuyama K, Kuge T (1983) Carbohydr Res 121: 163

    CAS  Google Scholar 

  180. Rana SS, Matta KL (1983) Carbohydr Res 116: 71

    CAS  Google Scholar 

  181. Bhattacharjee SS, Gorin PAJ (1969) Can J Chem 47: 1195

    CAS  Google Scholar 

  182. Bhattacharjee SS, Gorin PAJ (1969) Can J Chem 47: 1207

    CAS  Google Scholar 

  183. Lipták A, Jodál I, Nánási P (1975) Carbohydr Res 44: 1

    Google Scholar 

  184. Nánási P, Lipták A (1974) Magy Kem Foly 80: 217

    Google Scholar 

  185. Fügedi P, Lipták A, Nánási P, Neszmélyi A (1980) Carbohydr Res 80: 233

    Google Scholar 

  186. Lipták A, Pekár F, Jánossy L, Jodál, Fügedi P, Harangi J, Nánási P, Szejtli J (1979) Acta Chim Hung 99: 201

    Google Scholar 

  187. Fügedi P, Lipták A, Nánási P, Szejtli J (1982) Carbohydr Res 104: 55

    Google Scholar 

  188. Lipták A (1982) Carbohydr Res 107: 300

    Google Scholar 

  189. Ek M, Garegg PJ, Hultberg H, Oscarson S (1983) J Carbohydr Chem 2: 305

    CAS  Google Scholar 

  190. Alais J, Veyrières A (1981) Carbohydr Res 92: 310

    CAS  Google Scholar 

  191. Bako P, Fenichel L, Töke L, Tóth G (1986) Carbohydr Res 147: 31

    CAS  Google Scholar 

  192. Lipták A, Fügedi P, Nánási P (1979) Carbohydr Res 68: 151

    Google Scholar 

  193. Takeo K, Tei S (1986) Carbohydr Res 145: 293

    CAS  Google Scholar 

  194. Gorin PAJ, Finlayson AJ (1971) Carbohydr Res 18: 269

    CAS  Google Scholar 

  195. Lipták A, Imre J, Harangi J, Nánási P, Neszmélyi A (1982) Tetrahedron 38: 3721

    Google Scholar 

  196. Lipták A, Bobák Á, Nánási P (1977) Acta Chim Hung 94: 261

    Google Scholar 

  197. Arnarp J, Haraldsson M, Lönngren J (1981) Carbohydr Res 97: 307

    CAS  Google Scholar 

  198. Lipták A, Fügedi P, Nánási P (1976) Carbohydr Res 51: C19

    Google Scholar 

  199. Rollin P, Sinaÿ P (1977) CR Acad Sci C284: 65

    Google Scholar 

  200. Lipták A (1978) Carbohydr Res 63: 96

    Google Scholar 

  201. Lipták A, Fügedi P, Nánási P (1978) Carbohydr Res 65: 209

    Google Scholar 

  202. Lipták A, Jánossy L, Imre J, Nánási P (1979) Acta Chim Hung 101: 81; (1980) CA 92: 129254

    Google Scholar 

  203. Lipták A, Neszmélyi A, Wagner H (1979) Tetrahedron Lett 741

    Google Scholar 

  204. Lipták A, Nánási P, Neszmélyi A, Wagner H (1980) Tetrahedron 36: 1261

    Google Scholar 

  205. Lipták A, Imre J, Harangi J, Nánási P (1983) Carbohydr Res 116: 217

    Google Scholar 

  206. Harangi J, Lipták A, Oláh VA, Nánási P (1981) Carbohydr Res 98: 165

    CAS  Google Scholar 

  207. Lipták A, Neszmélyi A, Kováč P, Hirsch J (1981) Tetrahedron 37: 2379

    Google Scholar 

  208. Allerton R, Fletcher HG (jr) (1954) J Am Chem Soc 76: 1757

    CAS  Google Scholar 

  209. Eby R, Sondheimer SJ, Schuerch C (1979) Carbohydr Res 73: 273

    CAS  Google Scholar 

  210. Kováč P, Yeh HJC, Jung GL (1987) J Carbohydr Chem 6: 423

    Google Scholar 

  211. Rana SS, Barlow JJ, Matta KL (1981) Carbohydr Res 88: C20

    Google Scholar 

  212. Shah RN, Baptista J, Pardomo GR, Carver JP, Krepinsky JJ (1987) J Carbohydr Chem 6: 645

    CAS  Google Scholar 

  213. Sakai JI, Takeda T, Ogihara Y (1981) Carbohydr Res 95: 125

    CAS  Google Scholar 

  214. Kartha KPR, Dasgupta F, Singh PP, Srivastava HC (1986) J Carbohydr Chem 5: 437

    CAS  Google Scholar 

  215. Ponpipom MM (1977) Carbohydr Res 59: 311

    CAS  Google Scholar 

  216. Ogawa T, Sasajima K (1981) Carbohydr Res 93: 67

    CAS  Google Scholar 

  217. Angyal SJ, Randall MH, Tate ME (1967) J Chem Soc C: 919

    Google Scholar 

  218. Holick SA, Anderson L (1974) Carbohydr Res 34: 208

    CAS  Google Scholar 

  219. Rao VS, Perlin AS (1980) Carbohydr Res 83: 175

    CAS  Google Scholar 

  220. Bieg T, Szeja W (1985) Synthesis: 76

    Google Scholar 

  221. Beaupere D, Boutbaiba I, Demailly G, Uzan R (1988) Carbohydr Res 180; 152

    CAS  Google Scholar 

  222. Rao VS, Perlin AS (1983) Can J Chem 61: 652

    CAS  Google Scholar 

  223. Cruzado MC, Martin-Lomas M (1986) Tetrahedron Lett 27: 2497

    Google Scholar 

  224. Cruzado MC, Martin-Lomas M (1987) Carbohydr Res 170: 249

    Google Scholar 

  225. Hanessian S, Liak TJ, Vanasse B (1981) Synthesis 396

    Google Scholar 

  226. Prugh JD, Rooney CS, Deana AA, Ramjit HG (1985) Tetrahedron Lett 26: 2947

    CAS  Google Scholar 

  227. Ikeda K, Nakamoto S, Takahashi T, Achiwa K (1986) Carbohydr Res 145: C5

    Google Scholar 

  228. Oikawa Y, Tanaka T, Horita K, Yonemitsu O (1984) Tetrahedron Lett 25: 5397

    CAS  Google Scholar 

  229. Angibeaud P, Defaye J, Gadelle A, Utille JP (1985) Synthesis 1123

    Google Scholar 

  230. Hanessian S, Guidon Y (1980) Tetrahedron Lett 21: 2305

    CAS  Google Scholar 

  231. Fuji K, Ichikawa K, Node M, Fujita E (1979) J Org Chem 44: 1661

    CAS  Google Scholar 

  232. Monneret C, Florent JC, Kabore I, Khong-Huu Qui (1974) J Carbohydr Nucl 1: 161

    Google Scholar 

  233. Czernecki S, Gorson G (1978) Tetrahedron Lett: 4113

    Google Scholar 

  234. Thiem J, Gerken M (1982/3) J Carbohydr Chem 1: 229

    Google Scholar 

  235. Kováč P, Whittaker NF, Glaudemans CPJ (1985) J Carbohydr Chem 4: 243

    Google Scholar 

  236. Klemer A, Bieber M, Wilburs H (1983) Liebigs Ann. Chem: 1416

    Google Scholar 

  237. Van Rijsbergen R, Anteunis MJO, De Bruyn A (1982) Carbohydr Res 105: 269

    Google Scholar 

  238. Gigg R (1977) ACS Symp Ser 39: 253

    Google Scholar 

  239. Monthorpe PA, Gigg R (1980) Methods Carbohydr Chem 8: 305

    Google Scholar 

  240. Thiem J, Mohn H, Heesing A (1985) Synthesis 775

    Google Scholar 

  241. Lee KS, Gilbert RD (1981) Carbohydr Res 88: 162

    CAS  Google Scholar 

  242. Classon B, Garegg PJ, Norberg T (1984) Acta Chem Scand B38: 195

    CAS  Google Scholar 

  243. Gent PA, Gigg R, Penglis AAE (1976) J Chem Soc Perkin I: 1395

    Google Scholar 

  244. Bladon P, Owen LN (1950) J Chem Soc 591

    Google Scholar 

  245. Liu CM, Warren CD, Jeanloz RW (1985) Carbohydr Res 136: 273

    CAS  Google Scholar 

  246. Bergeron RJ, Meeley MP, Machida Y (1976) Bioorg Chem 5: 121

    CAS  Google Scholar 

  247. Fujiwara T, Aspinall GO, Hunter SW, Brennan PJ (1987) Carbohydr Res 163: 41

    CAS  Google Scholar 

  248. Winnik FM, Brisson JR, Carver JP, Krepinski JJ (1982) Carbohydr Res 103: 15

    CAS  Google Scholar 

  249. Srivastava VK, Schuerch C (1979) Tetrahedron Lett 3269

    Google Scholar 

  250. Kohata K, Abbas SA, Matta KL (1984) Carbohydr Res 132: 127

    CAS  Google Scholar 

  251. Alais J, Maranduba A, Veyrières A (1983) Tetrahedron Lett 24: 2383

    CAS  Google Scholar 

  252. Ogawa T, Katano K, Sasajima K, Matsui M (1981) Tetrahedron 37: 2779

    CAS  Google Scholar 

  253. Ogawa T, Yamamoto H (1985) Carbohydr Res 137: 79

    CAS  Google Scholar 

  254. David S, Fernandez-Mayoralas A (1987) Carbohydr Res 165: C11

    Google Scholar 

  255. Avela E, Aspelund S, Holmborn B, Melander B, Jalonen H, Peltonen C (1977) ACS Symp Ser 41: 62

    CAS  Google Scholar 

  256. Garegg PJ, Hultberg H, Oscarson S (1982) J Chem Soc Perkin I: 2395

    Google Scholar 

  257. Gelas J (1981) Adv Carbohydr Chem Biochem 39: 71

    CAS  Google Scholar 

  258. Gigg R, Warren CD (1965) J Chem Soc 2205

    Google Scholar 

  259. Gigg R, Warren CD (1968) J Chem Soc C: 1903

    Google Scholar 

  260. Gigg J, Gigg R (1966) J Chem Soc C: 82

    Google Scholar 

  261. Price CC, Snyder WH (1961) J Am Chem Soc 83: 1773

    CAS  Google Scholar 

  262. Corey EJ, Suggs JW (1973) J Org Chem 38: 3224

    CAS  Google Scholar 

  263. Gent PA, Gigg R (1974) J Chem Soc Chem Commun 277

    Google Scholar 

  264. Boss R, Scheffold R (1976) Angew Chem Int Ed Engl 15: 558

    Google Scholar 

  265. Ogawa T, Nakabayashi S (1981) Carbohydr Res 93: C1

    Google Scholar 

  266. Ho TL, Wong CM (1974) Synth Commun 4: 109

    CAS  Google Scholar 

  267. Bieg T, Szeja W (1985) J Carbohydr Chem 4: 441

    CAS  Google Scholar 

  268. Agarwal KL, Yamazaki A, Cashion PL, Khorana HG (1972) Angew Chem Int Ed Engl 11: 451

    CAS  Google Scholar 

  269. Appleton ML, Cottrell CE, Behrman EJ (1986) Carbohydr Res 158: 227

    CAS  Google Scholar 

  270. Lehrfeld J (1967) J Org Chem 32: 2544

    CAS  Google Scholar 

  271. Gros EG, Gruñeiro EM (1970) Carbohydr Res 14: 409

    CAS  Google Scholar 

  272. Buchanan JG, Schwarz JCP (1962) J Chem Soc 4770

    Google Scholar 

  273. Buchanan JG, Fletcher R (1965) J Chem Soc 6316

    Google Scholar 

  274. Fréchet JM, Haque KE (1975) Tetrahedron Lett 3055

    Google Scholar 

  275. Fréchet JM, Nuyens LJ (1976) Can J Chem 54: 926

    Google Scholar 

  276. Leznoff CC, Fyles TM, Weatherston J (1977) Can J Chem 55: 1143

    CAS  Google Scholar 

  277. Fyles TM, Leznoff CC (1976) Can J Chem 54: 935

    CAS  Google Scholar 

  278. Ezekiel AD, Overend WG, Williams NR (1971) Carbohydr Res 20: 251

    CAS  Google Scholar 

  279. Kováč P, Glaudemans CPJ, Guo W, Wong TC (1985) Carbohydr Res 140: 299

    Google Scholar 

  280. Ekborg G, Vranešić B, Bhattacharjee AK, Kováč P, Glaudemans CPJ (1985) Carbohydr Res 142: 203

    CAS  Google Scholar 

  281. Paulsen H, von Deessen U, Tietz H (1985) Carbohydr Res 137: 63

    CAS  Google Scholar 

  282. Foster AB, Hems R, Westwood JH (1970) Carbohydr Res 15: 41

    CAS  Google Scholar 

  283. Takeo K, Kato S, Kuge T (1974) Carbohydr Res 38: 346

    CAS  Google Scholar 

  284. Helferich B, Speicher W (1953) Liebigs Ann Chem 579: 106

    CAS  Google Scholar 

  285. Durette PL, Hough L, Richardson AC (1974) J Chem Soc Perkin I: 97

    Google Scholar 

  286. Durette PL, Hough L, Richardson AC (1974) J Chem Soc Perkin I: 88

    Google Scholar 

  287. Wolfrom ML, Koizumi K (1967) J Org Chem 32: 656

    CAS  Google Scholar 

  288. Koizumi K, Utamura T (1974) Carbohydr Res 33: 127

    CAS  Google Scholar 

  289. Koizumi K, Utamura T (1983) Chem Pharm Bull 31: 1260

    CAS  Google Scholar 

  290. Takeo K, Matsunami T, Kuge T (1976) Carbohydr Res 51: 73

    CAS  Google Scholar 

  291. Otake T (1970) Bull Chem Soc Jpn 43: 3199

    CAS  Google Scholar 

  292. Otake T (1972) Bull Chem Soc Jpn 45: 2895

    CAS  Google Scholar 

  293. Hough L, Mufti KS, Khan R (1972) Carbohydr Res 21: 144.

    CAS  Google Scholar 

  294. Otake T (1974) Bull Chem Soc Jpn 47: 1938

    CAS  Google Scholar 

  295. Khan RA (1977) U.S. Patent 4,002,609; (1977) CA 87: 6297

    Google Scholar 

  296. Buchanan JG, Cummerson DA, Turner DM (1972) Carbohydr Res 21: 283

    CAS  Google Scholar 

  297. Suami T, Otake T, Ikeda T, Adachi R (1977) Bull Chem Soc Jpn 50: 1612

    CAS  Google Scholar 

  298. Hough L, Salam MA, Tarelli E (1977) Carbohydr Res 57: 97

    CAS  Google Scholar 

  299. Takeo K (1983) Carbohydr Res 112: 73

    CAS  Google Scholar 

  300. Takeo K (1981) Carbohydr Res 93: 157

    CAS  Google Scholar 

  301. Takeo K, Fukatsu T, Yasato T (1982) Carbohydr Res 107: 71

    CAS  Google Scholar 

  302. Utamura T, Koizumi K (1980) Yakugaku Zasshi 100: 307; (1980) CA 93: 132742

    CAS  Google Scholar 

  303. Kozumi K, Utamura T (1978) Yakugaku Zasshi 98: 327; (1978) CA 89: 44014

    Google Scholar 

  304. Zeile K, Kruckenberg W (1942) Ber Dtsch Chem Ges 75: 1127

    Google Scholar 

  305. Kam BL, Oppenheimer NJ (1979) Carbohydr Res 69: 308

    CAS  Google Scholar 

  306. Dupeyre D, Uttile JP, Vottero PJA (1979) Carbohydr Res 72: 105

    CAS  Google Scholar 

  307. Levene PA, Tipson RS (1934) J Biol Chem 105: 419

    CAS  Google Scholar 

  308. Yung NC, Fox JJ (1961) J Am Chem Soc 83: 3060

    CAS  Google Scholar 

  309. Žemlička J (1964) Collect Czech Chem Commun 29: 1734

    Google Scholar 

  310. Blank HU, Pfleiderer W (1967) Tetrahedron Lett 869

    Google Scholar 

  311. Blank HU, Pfleiderer W (1970) Liebigs Ann Chem 742: 1

    CAS  Google Scholar 

  312. Cook AF, Moffatt JG (1967) J Am Chem Soc 89: 2697

    CAS  Google Scholar 

  313. Codington JF, Fox JJ (1967) Carbohydr Res 3: 124

    Google Scholar 

  314. Cook AF, Moffatt JG (1970) U.S. Patent 3,491,085; (1970) CA 72: 111785

    Google Scholar 

  315. Johnston GAR (1968) Aust J Chem 21: 513

    CAS  Google Scholar 

  316. Baker J, Jarman M, Stock JA (1973) J Chem Soc Perkin I: 665

    Google Scholar 

  317. Brodbeck U, Moffatt JG (1970) J Org Chem 35: 3552

    CAS  Google Scholar 

  318. Hutzenlaub W, Pfleiderer W (1973) Chem Ber 106: 665

    CAS  Google Scholar 

  319. Japan Kokai 7654599; (1977) CA 86: 5768

    Google Scholar 

  320. Blank HU, Frahne D, Myles A, Pfleiderer W (1970) Liebigs Ann Chem 742: 34

    CAS  Google Scholar 

  321. Beranek J, Pitha J (1964) Collect Czech Chem Commun 29: 625

    CAS  Google Scholar 

  322. Codington JF, Doerr IL, Fox JJ (1964) J Org Chem 29: 564

    CAS  Google Scholar 

  323. Codington JF, Cushley RJ, Fox JJ (1968) J Org Chem 33: 466

    CAS  Google Scholar 

  324. McIlroy RJ (1946) J Chem Soc 100

    Google Scholar 

  325. Otake T, Sonobe T (1983) Bull Chem Soc Jpn 56: 3187

    CAS  Google Scholar 

  326. Hockett RS, Hudson CS (1931) J Am Chem Soc 53: 4456

    CAS  Google Scholar 

  327. Hockett RS, Hudson CS (1934) J Am Chem Soc 56: 945

    CAS  Google Scholar 

  328. Otake T, Sonobe T (1976) Bull Chem Soc Jpn 49: 1050

    CAS  Google Scholar 

  329. Otake T, Sonobe T, Suami T (1979) Bull Chem Soc Jpn 52: 3109

    CAS  Google Scholar 

  330. Koto S, Morishima N, Yoshida T, Uchino M, Zen S (1983) Bull Chem Soc Jpn 56: 1171

    CAS  Google Scholar 

  331. Itoh Y, Tejima S (1982) Chem Pharm Bull 30: 3383

    CAS  Google Scholar 

  332. Černý M, Pacák J, Staněk J (1965) Collect Czech Chem Commun 30: 1151

    Google Scholar 

  333. Hanessian S, Staub APA (1973) Tetrahedron Lett 3555

    Google Scholar 

  334. Hanessian S, Staub APA (1976) Methods Carbohydr Chem 7: 63

    CAS  Google Scholar 

  335. Wozney YV, Kochetkov NK (1977) Carbohydr Res 54: 300

    Google Scholar 

  336. Wozney YV, Backinowsky LV, Kochetkov NK (1979) Carbohydr Res 73: 282

    Google Scholar 

  337. Betaneli VI, Ovchinnikov MV, Backinowsky LV, Kochetkov NK (1979) Carbohydr Res 76: 252

    CAS  Google Scholar 

  338. Malysheva NN, Kochetkov NK (1982) Carbohydr Res 105: 173

    CAS  Google Scholar 

  339. Kochetkov NK, Zhulin VM, Klimov EM, Malysheva NN, Makarova ZG, Ott AYa (1987) Carbohydr Res 164: 241

    CAS  Google Scholar 

  340. Chaudhary SK, Hernandez O (1979) Tetrahedron Lett 95

    Google Scholar 

  341. Roy R, Jennings HJ (1983) Carbohydr Res 112: 63

    CAS  Google Scholar 

  342. Suami T, Tadano K, Suga A, Ueno Y (1984) J Carbohydr Chem 3: 429

    CAS  Google Scholar 

  343. Kohli V, Blöcker H, Köster H (1980) Tetrahedron Lett 21: 2683

    CAS  Google Scholar 

  344. Kuhn R, Rudy H, Weygand F (1936) Ber Dtsch Chem Ges 69: 1543

    Google Scholar 

  345. McKeown GE, Serenius RSE, Hayward LD (1957) Can J Chem 35: 28

    CAS  Google Scholar 

  346. Lemieux RU, Barrette JP (1958) J Am Chem Soc 80: 2243

    CAS  Google Scholar 

  347. Suami T, Otake T, Ogawa S, Shoji T, Kato N (1970) Bull Chem Soc Jpn 43: 1219

    CAS  Google Scholar 

  348. Helferich B, Speidel PE, Toeldte, W (1923) Ber Dtsch Chem Ges 56: 766

    Google Scholar 

  349. Micheel F (1932) Ber Dtsch Chem Ges 65: 262

    Google Scholar 

  350. Choy YM, Unrau AM (1971) Carbohydr Res 17: 439

    CAS  Google Scholar 

  351. Verkade PE, Van der Lee J, Meerburg W (1935) Rec Trav Chim Pays-Bas 54: 716

    CAS  Google Scholar 

  352. Dewar J, Fort G (1944) J Chem Soc 496

    Google Scholar 

  353. Helferich B, Klein W (1926) Liebigs Ann Chem 450: 219

    CAS  Google Scholar 

  354. Roy N, Timell TE (1968) Carbohydr Res 7: 82

    CAS  Google Scholar 

  355. Roy N, Timell TE (1968) Carbohydr Res 6: 475

    Google Scholar 

  356. Barker GR (1963) Methods Carbohydr Chem 2: 168

    CAS  Google Scholar 

  357. Baker CW, Whistler RL (1974) Carbohydr Res 33: 372

    CAS  Google Scholar 

  358. MacCoss M, Cameron DJ (1978) Carbohydr Res 60: 206

    CAS  Google Scholar 

  359. Randazzo G, Capasso R, Cicala MR, Evidente A (1980) Carbohydr Res 85: 298

    CAS  Google Scholar 

  360. Dax K, Wolflehner W, Weidmann H (1978) Carbohydr Res 65: 132

    CAS  Google Scholar 

  361. Albert R, Dax K, Pleschko R, Stütz AE (1985) Carbohydr Res 137: 282

    CAS  Google Scholar 

  362. Kováč P, Glaudemans CPJ (1985) Carbohydr Res 140: 313

    Google Scholar 

  363. Kochetkov NK, Dmitriev BA, Bairamova NE, Nikolaev AV (1978) Izv Akad Nauk SSSR, Ser Khim 652: (1978) CA 89: 24655

    Google Scholar 

  364. Wolfrom ML, Burke WJ, Waisbrot SW (1939) J Am Chem Soc 61: 1827

    CAS  Google Scholar 

  365. O’Donell GW, Richards GM (1972) Aust J Chem 25: 407

    Google Scholar 

  366. Inouye S, Tsuruoka T, Ito T, Niida T (1968) Tetrahedron 24, 2125

    CAS  Google Scholar 

  367. Kováč P, Bauer Š (1972) Tetrahedron Lett 2349

    Google Scholar 

  368. Greene GL, Letsinger RL (1975) Tetrahedron Lett 2081

    Google Scholar 

  369. Kowollik G, Gaertner K, Langen P (1972) Tetrahedron Lett 3345

    Google Scholar 

  370. Davies LC, Farmer PB, Jarman M, Stock JA (1980) Synthesis 75

    Google Scholar 

  371. Matteuci MD, Caruthers MH (1980) Tetrahedron Lett 21: 3243

    Google Scholar 

  372. Verheyden JPH, Mofatt JG (1970) J Org Chem 35: 2868

    CAS  Google Scholar 

  373. Verkade PE, Cohen WD, Vroege AK (1940) Rec Trav Chim Pays-Bas 59: 1123

    CAS  Google Scholar 

  374. Kenner J, Richards GN (1955) J Chem Soc 1810

    Google Scholar 

  375. Bredereck H, Greiner W (1953) Chem Ber 86: 717

    CAS  Google Scholar 

  376. Bartholomew DG, Broom AD (1975) J Chem Soc Chem Commun 38

    Google Scholar 

  377. Ohtsuka E, Tanaka S, Ikehara M (1977) Chem Pharm Bull 25: 949

    CAS  Google Scholar 

  378. Zehavi U, Amit B, Patchornik A (1972) J Org Chem 37: 2281

    CAS  Google Scholar 

  379. Zehavi U, Patchornik A (1972) J Org Chem 37: 2285

    CAS  Google Scholar 

  380. Johansson R, Samuelsson B (1984) J Chem Soc Perkin I: 2371

    Google Scholar 

  381. Koto S, Inada S, Morishima N, Zew S (1980) Carbohydr Res 87: 294

    CAS  Google Scholar 

  382. Ohtsuka E, Tanaka S, Ikehara M (1974) Nucleic Acids Res 1: 1351

    CAS  Google Scholar 

  383. Ohtsuka E, Tanaka S, Ikehara M (1977) Synthesis 453

    Google Scholar 

  384. Takahaku H, Kamaike K (1982) Chem Lett 189

    Google Scholar 

  385. Takahaku H, Kamaike K, Tsuchiya H (1984) J Org Chem 49: 51

    Google Scholar 

  386. Kloosterman M, Kuyl-Yeheskiely E, Van Boom JH (1985) Rec Trav Chim Pays-Bas 104: 291

    CAS  Google Scholar 

  387. Joniak D, Košiková B, Kosáková L (1978) Collect Czech Chem Commun 43: 769

    CAS  Google Scholar 

  388. Joniak D, Košiková B, Kosáková L (1980) Collect Czech Chem Commun 45: 1959

    CAS  Google Scholar 

  389. Lipták A, Fügedi P (1983) Angew Chem 95: 245

    Google Scholar 

  390. Busfield WK, Franke FP, Guthrie RD (1978) Aust J Chem 31: 2559

    CAS  Google Scholar 

  391. Martin OR, Kurz MG, Rao SP (1987) J Org Chem 52: 2922

    CAS  Google Scholar 

  392. Jackson G, Jones HF, Petursson S, Webber JM (1982) Carbohydr Res 102: 147

    CAS  Google Scholar 

  393. Petursson S, Webber JM (1982) Carbohydr Res 103: 41

    CAS  Google Scholar 

  394. Smith M, Rammler DH, Goldberg IH, Khorana HG (1962) J Am Chem Soc 84: 430

    CAS  Google Scholar 

  395. van Boeckel CAA, Beetz T, Vos JN, de Jong AJM, van Aelst SF, van den Bosch RH, Mertens JMR, van der Vlugt FA (1985) J Carbohydr Chem 4: 293

    Google Scholar 

  396. Okupniak J, Adamiak RW, Wiewiorowski M (1981) Pol J Chem 55: 679; (1982) CA 96: 143252

    CAS  Google Scholar 

  397. Hakimelahi GH, Proba ZA, Ogilvie KK (1982) Can J Chem 60: 1106

    CAS  Google Scholar 

  398. Taunton-Rigby A, Kim YH, Crosscup CJ, Starkovsky NA (1972) J Org Chem 37: 956

    CAS  Google Scholar 

  399. Sekine M, Hata T (1983) J Org Chem 48: 3011

    CAS  Google Scholar 

  400. Pfleiderer W, Schwarz M, Schirmeister H (1986) Chem Scr 26: 147

    CAS  Google Scholar 

  401. Pfleiderer W, Himmelsbach F, Charubala R, Schirmeister H, Beiter A, Schulz B, Trichtinger T (1985) Nucleosides Nucleotides 9: 81

    Google Scholar 

  402. Khorlin AYa, Nesmeyanov VA, Zurabayan SE Carbohydr. Res 33: C1

    Google Scholar 

  403. Mizuno Y, Endo T, Ikeda K (1975) J Org Chem 40: 1385

    CAS  Google Scholar 

  404. Zhdanov Yu, Polenov VA, Alekseeva VG, Korol EL, Popov II (1985) Dokl Akad Nauk SSSR 283: 402

    CAS  Google Scholar 

  405. Corey EJ, Venkateswarlu A (1972) J Am Chem Soc 94: 6190

    CAS  Google Scholar 

  406. Ogilvie KK (1973) Can J Chem 51: 3799

    CAS  Google Scholar 

  407. Hanessian S, Lavallee P (1975) Can J Chem 53: 2975

    CAS  Google Scholar 

  408. Ogilvie KK, Thompson EA, Quilliam MA, Westmore JB (1974) Tetrahedron Lett 2865

    Google Scholar 

  409. Ogilvie KK, Beaucage SL, Entwistle DW, Thompson EA, Quilliam MA, Westmore JB (1976) J Carbohydr Nucl 3: 197

    CAS  Google Scholar 

  410. Corey EJ, Pan BC, Hua DH, Deardorff DR (1982) J Am Chem Soc 104: 6816

    CAS  Google Scholar 

  411. Nishino S, Nagato Y, Yamamoto H, Ishido Y (1986) J Carbohydr Chem 5: 199

    CAS  Google Scholar 

  412. Guindon Y, Fortin R, Yoakim C, Gillard JW (1984) Tetrahedron Lett 25: 4717

    CAS  Google Scholar 

  413. Wetter H, Oertle K (1985) Tetrahedron Lett 26: 5155

    Google Scholar 

  414. Sakauchi E, Horning EC (1971) Anal Lett 4: 41

    CAS  Google Scholar 

  415. Chambaz EM, Horning EC (1969) Anal Biochem 30: 7

    CAS  Google Scholar 

  416. Schneider HJ (1972) J Am Chem Soc 94: 3636

    CAS  Google Scholar 

  417. Kim SM, Bentley R, Sweeley CC (1967) Carbohydr Res 5: 373

    CAS  Google Scholar 

  418. Birkofer L, Ritter R, Bentz F (1964) Chem Ber 97: 2196

    CAS  Google Scholar 

  419. Okuda T, Konishi K, Saito S (1974) Chem Pharm Bull 22: 1624

    CAS  Google Scholar 

  420. Černý M, Gut V, Pacák J (1961) Collect Czech Chem Commun 26: 2542

    Google Scholar 

  421. Hurst DT, McInnes AG (1965) Can J Chem 43: 2004

    CAS  Google Scholar 

  422. McInnes AG (1965) Can J Chem 43: 1998

    CAS  Google Scholar 

  423. Gensler WJ, Alam I (1977) J Org Chem 42: 130

    CAS  Google Scholar 

  424. Schraml J, Petráková E, Pelnář J, Kvíčalová M, Chvalovský V (1985) J Carbohydr Chem 4: 393

    CAS  Google Scholar 

  425. Bentley R (1977) Carbohydr Res 59: 274

    CAS  Google Scholar 

  426. Ogilvie KK, Iwacha DJ (1973) Tetrahedron Lett 317

    Google Scholar 

  427. Kraska B, Klemer A, Hagedorn H (1974) Carbohydr Res 36: 398

    CAS  Google Scholar 

  428. Ogilvie KK, Sadana KL, Thompson EA, Quilliam MA, Westmore JB (1974) Tetrahedron Lett 2861

    Google Scholar 

  429. Ogilvie KK, Beaucage SL, Schifman AL, Thèriault NY, Sadana KL (1978) Can J Chem 56: 2768

    CAS  Google Scholar 

  430. Seela F, Hissmann E, Ott J (1983) Liebigs Ann Chem 1169

    Google Scholar 

  431. Ohtsuka E, Yamane A, Ikehara M (1983) Chem Pharm Bull 31: 1534

    CAS  Google Scholar 

  432. Ogilvie KK, Schifman AL, Penney CL (1979) Can J Chem 57: 2230

    CAS  Google Scholar 

  433. Köhler W, Pfleiderer W (1979) Liebigs Ann Chem 1855

    Google Scholar 

  434. Lagrange A, Olesker A, Lukacs G, Ton That Thang (1982) Carbohydr Res 110: 165

    CAS  Google Scholar 

  435. Costa SS, Lagrange A, Olesker A, Lukacs G (1980) J Chem Soc Chem Commun 721

    Google Scholar 

  436. Jain RK, Dubey R, Abbas SA, Matta KL (1987) Carbohydr Res 161: 31

    CAS  Google Scholar 

  437. Flockerzi D, Silber G, Charubala R, Schlosser W, Varma RS, Creegan F, Pfleiderer W (1981) Liebigs Ann Chem 1568

    Google Scholar 

  438. Ogilvie KK, Theriault NY (1979) Tetrahedron Lett 2111

    Google Scholar 

  439. Brandstetter HH, Zbiral E (1978) Helv Chim Acta 61: 1832

    CAS  Google Scholar 

  440. Halmos T, Mortserret R, Filippi J, Antonakis K (1987) Carbohydr Res 170: 57

    CAS  Google Scholar 

  441. Tulshian DB, Tsang R, Fraser-Reid B (1984) J Org Chem 49: 2347

    CAS  Google Scholar 

  442. Binder TP, Robyt JF (1986) Carbohydr Res 147: 149

    CAS  Google Scholar 

  443. Horton D, Priebe W, Varela O (1985) ibid 144: 325

    CAS  Google Scholar 

  444. Brandstetter HH, Zbiral E, Schulz G (1982) Liebigs Ann Chem 1

    Google Scholar 

  445. Zbiral E, Schmid W (1985) Monatsh Chem 116: 253

    CAS  Google Scholar 

  446. Chavis C, Dumont F, Wightman RH, Ziegier JC, Imbach JL (1982) J Org Chem 47: 202

    CAS  Google Scholar 

  447. Ogilvie KK, Entwistle DW (1981) Carbohydr Res 89: 203

    CAS  Google Scholar 

  448. Jones SS, Reese CB (1979) J Chem Soc Perkin I 2762

    Google Scholar 

  449. van Boeckel CAA, van Aelst SF, Beetz T (1983) Rec Trav Chim Pays-Bas 102: 415

    Google Scholar 

  450. Blackburne ID, Fredericks PM, Guthrie RD (1976) Aust J Chem 29: 381

    CAS  Google Scholar 

  451. Franke F, Guthrie RD (1977) ibid 30: 639

    CAS  Google Scholar 

  452. Usui T, Takagaki Y, Tsuchiya T, Umezawa S (1984) Carbohydr Res 130: 165

    CAS  Google Scholar 

  453. Franke F, Guthrie RD (1978) Aust J Chem 31: 1285

    CAS  Google Scholar 

  454. Chaudhary SK, Hernandez O (1979) Tetrahedron Lett 99

    Google Scholar 

  455. Martin IR, Szarek WA (1984) Carbohydr Res 130: 195

    CAS  Google Scholar 

  456. Molino BF, Cusmano J, Mootoo DR, Faghih R, Fraser-Reid B (1987) J Carbohydr Chem 6: 479

    CAS  Google Scholar 

  457. Liang D, Schuda AD, Fraser-Reid B (1987) Carbohydr Res 164: 229

    CAS  Google Scholar 

  458. Cardillo G, Orena M, Sandri S, Tomasini C (1983) Chem Ind (London) 643

    Google Scholar 

  459. Hakimelahi GH, Proba ZA, Ogilvie KK (1981) Tetrahedron Lett 22: 4775

    CAS  Google Scholar 

  460. Hakimelahi GH, Proba ZA, Ogilvie KK (1981) Tetrahedron Lett 22: 5243

    CAS  Google Scholar 

  461. Ogilvie KK, Hakimelahi GH (1983) Carbohydr Res 115: 234

    CAS  Google Scholar 

  462. Dodd GH, Golding BT, Ioannou PV (1975) J Chem Soc Chem Commun 249

    Google Scholar 

  463. Batten RJ, Dixon AJ, Taylor RJK, Newton RF (1980) Synthesis 234

    Google Scholar 

  464. Dubeý R, Jain RK, Abbas S, Matta KL (1987) Carbohydr Res 165: 189

    Google Scholar 

  465. Karl H, Lee CK, Khan R (1982) Carbohydr Res 101: 31

    CAS  Google Scholar 

  466. Dubey R, Reynolds D, Abbas SA, Matta KL (1988) Carbohydr Res 183: 155

    CAS  Google Scholar 

  467. Hanessian S, Guindon Y, Lavallée P, Dextraze P (1985) Carbohydr Res 141: 221

    CAS  Google Scholar 

  468. Glushka JN, Gupta DN, Perlin AS (1983) Carbohydr Res 124: C12

    Google Scholar 

  469. Sadeh S, Warren CD, Jeanloz RW (1983) Carbohydr Res 123: 73

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

Copyright information

© 1990 Springer-Verlag

About this paper

Cite this paper

Staněk, J. (1990). Preparation of selectively alkylated saccharides as synthetic intermediates. In: Carbohydrate Chemistry. Topics in Current Chemistry, vol 154. Springer, Berlin, Heidelberg. https://doi.org/10.1007/BFb0111562

Download citation

  • DOI: https://doi.org/10.1007/BFb0111562

  • Published:

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-540-51576-0

  • Online ISBN: 978-3-540-46672-7

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics