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Structure-odor relationships of sandalwood odorants: Synthesis of (Z)-7-oxa-β-santalol

✍ Scribed by Buchbauer, Gerhard ;Lebada, Philippine ;Spreitzer, Helmut ;Wolschann, Peter

Publisher
John Wiley and Sons
Year
1995
Tongue
English
Weight
495 KB
Volume
1995
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

By means of a convergent synthesis strategy, the title substance (Z)‐7‐oxa‐β‐santalol (4) was prepared starting with the side chain synthon 5‐iodo‐2‐methyl‐2‐pentenylmethoxyethoxymethyl ether (7) and the bicyclic synthon ethyl 3‐methylene‐7‐oxabicyclo[2.2.1]hept‐5‐ene‐2‐carboxylate (5). The new santalol analogue 4 is odorless, although the steric requirements for the sandalwood odor are met. The reasons for this are discussed.

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