Abstract
Results obtained in the discovered by the authors catalytic cycloalumination reaction of unsaturated compounds in the presence of complex Ti- and Zr-containing catalysts are generalized. Cycloalumination of olefins and acetylenes proceeds under the action of Ti and Zr complexes in one stage to give novel classes of organoaluminum compounds (OAC): alumacyclopentanes, alumacyclopropanes, alumacyclopropenes, 1,4-dialumabutanes, and 1,2-dialumaethylenes. Based on these cyclic and acyclic OAC, essentially new preparative synthetic methods were elaborated. Novel reactions (β-ethylation, β-vinylation, reductive β-ethylation, and reductive β-vinylation) allow transforming olefins and acetylenes into fivemembered heterocycles, cyclopropanes, cyclobutanes, conjugated 1,3-dienes, primary alkyl iodides, 3-substituted alk-1-enes, andthreo-2,3-disubstituted butane-1,4-diols under mild conditions in high yields. The mechanisms of the presented reactions are discussed.
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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 816–823, May, 1998.
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Dzhemilev, U.M., Ibragimov, A.G. A novel reaction of cycloalumination of olefins and acetylenes mediated by metallocomplex catalysts. Russ Chem Bull 47, 786–794 (1998). https://doi.org/10.1007/BF02498144
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DOI: https://doi.org/10.1007/BF02498144