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Enantioselective synthesis of cadinanes starting from R-(−)- or S-(+)-carvone

Alexander V. Baranovsky - No affiliation found

1998/05/21 Full-length article DOI: 10.1016/S0040-4020(98)00234-8 Journal: Tetrahedron

Abstract:

AbstractA new enantioselective synthesis of cadinanes, using the Mukaiyama-Michael reaction, was developed starting from R-(−)- or S-(+)-carvone. This approach gives an easy and direct access to the cadinane skeleton and the scope proved to be complementary to a formylation-annelation sequence. The applicability of the method was demonstrated by the enantioselective synthesis of 1,9-cadinadien-3-one and 4-methoxy-1,9-cadinadien-3-one.