Abstract
A three-component condensation of aromatic amine, aldehyde, and cyclopentadiene with subsequent N-trifluoroacetylation leads to 4- and 4,8-substituted N-trifluoroacetyl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinolines. Ozonation of the double bond in the latter produced the corresponding isomeric stable ozonides having (1R*,4S*,5aR*,6S*,11bR*)-configuration and differing in inversion at the carboxamide nitrogen atom.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 153–160, January, 2011.
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Tolstikov, A.G., Savchenko, R.G., Nedopekin, D.V. et al. N-Trifluoroacetyl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline ozonides. Russ Chem Bull 60, 160–167 (2011). https://doi.org/10.1007/s11172-011-0024-z
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DOI: https://doi.org/10.1007/s11172-011-0024-z