Enantioselective Synthesis of Cadinanes starting from R-(-)- or S-(+)-Carvone.

A.V. Baranovsky, B.J.M. Jansen, T.M. Meulemans, Æ. de Groot

Research output: Contribution to journalArticleAcademicpeer-review

9 Citations (Scopus)

Abstract

A 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.
Original languageEnglish
Pages (from-to)5623-5634
JournalTetrahedron
Volume54
Issue number21
DOIs
Publication statusPublished - 1998

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