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

Von Oppolzer, Wolfgang; Briner, Paul Howard; Snowden, Roger

doi:10.1002/hlca.19800630425

Scientific article

English

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

ContributorsVon Oppolzer, Wolfgang; Briner, Paul Howard; Snowden, Roger

Published inHelvetica chimica acta, vol. 63, no. 4, p. 967-969

Publication date1980-06-06

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.

Affiliation

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

VON OPPOLZER, Wolfgang, BRINER, Paul Howard, SNOWDEN, Roger. A Short Synthesis of 3-Methyl-5-(2,3,6-trimethylphenyl)-1-penten-3-ol, a Sesquiterpene Isolated from <i>Laurencia Nidifica</i>. In: Helvetica chimica acta, 1980, vol. 63, n° 4, p. 967–969. doi: 10.1002/hlca.19800630425

Article (Published version)

Identifiers

PID : unige:169441
DOI : 10.1002/hlca.19800630425

Commercial URLhttps://onlinelibrary.wiley.com/doi/10.1002/hlca.19800630425

ISSN of the journal0018-019X

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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

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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