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Synthesis and Odor of Chiral Partial Structures of Khusimone. Part 2
Author(s) -
Spreitzer Helmut,
Pichler Andrea,
Holzer Wolfgang,
Shahabi Manocher
Publication year - 1997
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.19970800609
Subject(s) - chemistry , odor , bicyclic molecule , enone , ring (chemistry) , enantioselective synthesis , stereochemistry , bridge (graph theory) , organic chemistry , catalysis , medicine
Khusimone ( 1 ), one of the main odor‐donating compounds of vetiver oil, is subject of the following study on structure/odor relationship. Ring opening of the carbonyl‐functionalized bridge of the tricyclic khusimone leads to the bicyclic structures 2a / b . The enantioselective approach to these degraded structures is described, and the olfactory consequences are studied. Starting point of the synthesis is an enantiomerically pure enone ester which is easily obtainable from camphorsulfonic acid.