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Enantioselectivity in Odor Perception: Synthesis and Olfactory Properties of Iso-β-Bisabolol, a New Natural Product

Authors :
Wilhelm Pickenhagen
Gerhard Schmaus
Norbert A. Braun
Manfred Meier
Bernd Hölscher
Source :
Helvetica Chimica Acta. 86:2698-2708
Publication Year :
2003
Publisher :
Wiley, 2003.

Abstract

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, (6R,7R)-4a, is odor active, having a strong floral, muguet-like, very pleasant scent.

Details

ISSN :
15222675 and 0018019X
Volume :
86
Database :
OpenAIRE
Journal :
Helvetica Chimica Acta
Accession number :
edsair.doi...........2b1a69ae3786f57f554eb9bd48d9cb2b
Full Text :
https://doi.org/10.1002/hlca.200390219