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Enantioselectivity in Odor Perception: Synthesis and Olfactory Properties of Iso‐ β ‐Bisabolol, a New Natural Product
Author(s) -
Braun Norbert A.,
Meier Manfred,
Schmaus Gerhard,
Hölscher Bernd,
Pickenhagen Wilhelm
Publication year - 2003
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.200390219
Subject(s) - chemistry , odor , natural product , sandalwood , natural (archaeology) , stereochemistry , organic chemistry , traditional medicine , geography , archaeology , medicine
The odorous trace constituent iso‐ β ‐bisabolol ( 4 ) was isolated from East Indian and Western Australian sandalwood oil and synthesized by using the ( E / Z )‐triene 12 (iso‐ γ ‐bisabolene) as a key intermediate. Only one of four stereoisomeric forms of 4 , (6 R ,7 R )‐ 4a , is odor active, having a strong floral, muguet ‐like, very pleasant scent.