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

✍ Scribed by Norbert A. Braun; Manfred Meier; Gerhard Schmaus; Bernd Hölscher; Wilhelm Pickenhagen

Publisher
John Wiley and Sons
Year
2003
Tongue
German
Weight
150 KB
Volume
86
Category
Article
ISSN
0018-019X

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✦ Synopsis

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

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Enantioselectivity in Odor Perception : Synthesis and Olfactory Properties of the New Tricyclic Sandalwood Odorant Fleursandol®
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## Abstract The 3‐methyl‐4‐(tricyclo[5.2.1.0^2,6^]dec‐4‐en‐8‐ylidene)butan‐2‐ols (=__Fleursandol__^®^; __rac__‐**10**), a new class of sandalwood odorants, were synthesized in their enantiomerically pure forms by use of tricyclo[5.2.1.0^2,6^]dec‐4‐en‐8‐ones **17** and __ent__‐**17** and (tetrahydro