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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
Author(s) -
Oppolzer Wolfgang,
Briner Paul H.,
Snowden Roger L.
Publication year - 1980
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19800630425
Subject(s) - chemistry , sesquiterpene , regioselectivity , yield (engineering) , aromatization , stereochemistry , alcohol , lewis acids and bases , organic chemistry , catalysis , materials science , metallurgy
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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