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Synthesis 2007(7): 999-1002
DOI: 10.1055/s-2007-965951
DOI: 10.1055/s-2007-965951
PAPER
© Georg Thieme Verlag Stuttgart · New York
Convenient Formal Synthesis of (±)-Cuparene, (±)-Enokipodins A and B, and (±)-Cuparene-1,4-Quinone
Further Information
Received
21 November 2006
Publication Date:
20 February 2007 (online)
Publication History
Publication Date:
20 February 2007 (online)

Abstract
A Brønsted or Lewis acid mediated semi-pinacolic rearrangement effected on the diastereomers of cyclobutanol derivatives leads efficiently to useful intermediates in the synthesis of cuparene-type sesquiterpenes. The cyclobutanols are themselves easily obtainable from cyclopropyl phenyl sulfide.
Key words
antifugal agents - aldol reactions - rearrangements - ring expansion - ketones
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