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Simple synthesis of sandalwood odorant rac ‐Osyrol ® and its ethoxy homologue
Author(s) -
Parthasarathy Rajasekaran,
Sulochagarajan
Publication year - 2016
Publication title -
flavour and fragrance journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.393
H-Index - 70
eISSN - 1099-1026
pISSN - 0882-5734
DOI - 10.1002/ffj.3287
Subject(s) - chemistry , sandalwood , regioselectivity , alkoxy group , stereochemistry , epoxide , hydrogen peroxide , retrosynthetic analysis , organic chemistry , total synthesis , catalysis , alkyl , archaeology , history
rac ‐Osyrol ® (3,7‐dimethyl‐7‐methoxyoctane‐2‐ol), a commercially important sandalwood odorant has been prepared from dihydromyrcene in three steps. The key steps in the synthesis are the epoxidation of terminal double bond using urea hydrogen peroxide (UHP) and regioselective reduction of epoxide using Vitride ® . The same strategy has been applied to the synthesis of its ethoxy homologue. Copyright © 2015 John Wiley & Sons, Ltd.