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Total Synthesis of (+)-β-Himachalene

✍ Scribed by Tse-Lok Ho; Rong-Jie Chein

Publisher
John Wiley and Sons
Year
2006
Tongue
German
Weight
124 KB
Volume
89
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

An enantioselective synthesis of (+)‐β‐himachalene (2) was accomplished starting from (1__S__,2__R__)‐1,2‐epoxy‐p‐menth‐8‐ene (3) in 15 or 16 steps with an overall yield of ca. 6% (Schemes 3, 5, and 6). Key transformations include an Ireland–Claisen rearrangement, a Corey oxidative cyclization, and a ring expansion.

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