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Scientific article
English

Enantioselective opening of cyclic vinyl epoxides with organoaluminium reagents catalysed by copper salts

Published inTetrahedron: asymmetry, vol. 15, no. 10, p. 1531-1536
Publication date2004
Abstract

Herein we report conditions for the enantioselective conjugate addition of trialkylaluminium reagents to cyclic vinyl epoxides catalysed by copper salts and chiral phosphorus-based ligands. The reaction must be carried out in THF, otherwise we observed only oligomeric products. The best ees have been obtained with CuTC as the copper salt and a 2,2'-binaphthyl-based phosphorus ligand. Both opening products (SN2 and SN2' pathways) were obtained with good enantioselectivity and moderate to good regioselectivity.

Citation (ISO format)
EQUEY, Olivier, ALEXAKIS, Alexandre. Enantioselective opening of cyclic vinyl epoxides with organoaluminium reagents catalysed by copper salts. In: Tetrahedron: asymmetry, 2004, vol. 15, n° 10, p. 1531–1536. doi: 10.1016/j.tetasy.2004.04.011
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ISSN of the journal0957-4166
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