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Synthesis and Odor of Chiral Partial Structures of Khusimone. Part 1
Author(s) -
Sprdizer Helmut,
Pichler Andrea,
Holzer Wolfgang,
Toth Irene,
Zuchart Bettina
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.19970800114
Subject(s) - chemistry , odor , cyclopentene , conjugate , stereoselectivity , bicyclic molecule , stereochemistry , organic chemistry , catalysis , mathematical analysis , mathematics
Khusimone (1), one of the main odor‐donating compounds of vetiver oil is subject of the following study on structure/odor relationship. The omittance of the ethano bridge of the tricyclic khusimone leads to a bicyclic system. The stereoselective approach to this degraded structure is described, and the olfactory properties are studied. The key step of the synthesis of the hydrindane nucleus is based on a highly diastereoselective conjugate addition to a chiral oxo‐cyclopentene‐2‐carboxylate.