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A Novel Approach to Prezizaane Sesquiterpenes

✍ Scribed by Andreas Goeke; Daniel Mertl; Gerhard Brunner

Publisher: John Wiley and Sons
Year: 2004
Tongue: English
Weight: 133 KB
Volume: 1
Category: Article
ISSN: 1612-1872
DOI: 10.1002/cbdv.200490149

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✦ Synopsis

Abstract

Prezizaane sesquiterpenes are an olfactorily interesting class of tricyclic natural products, which occur in some precious perfumery raw materials. These compounds are biosynthetically derived from farnesyl pyrophosphate via cyclization, but some questions regarding the stereoselectivity of this process have not yet been answered. We discuss a novel and concise access to the tricyclic framework of these sesquiterpenes, as exemplified by the synthesis of (±)‐5__‐epi‐__sesquithuriferone (5‐epi‐4).

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