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A Short Synthesis of 3-Methyl-5-(2,3,6-trimethylphenyl)-1-penten-3-ol, a Sesquiterpene Isolated from Laurencia Nidifica

✍ Scribed by Wolfgang Oppolzer; Paul H. Briner; Roger L. Snowden

Book ID: 102252530
Publisher: John Wiley and Sons
Year: 1980
Tongue: German
Weight: 186 KB
Volume: 63
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.19800630425

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✦ Synopsis

Abstract

The racemic sesquiterpenoid alcohol 7 was synthesized in four steps (27% overall yield) from the cyclohexadienone 1. The key steps are the regioselective addition of the pentadienyllithium 2 to 1 and the Lewis‐acid induced aromatization 4 → 6.

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