SYNTHESIS AND ODOR OF CHIRAL PARTIAL STRUCTURES OF KHUSIMONE - PART-3- SHORT COMMUNICATION

Authors
SPREITZER H PICHLER A HOLZER W SCHLAGER C
Citation
H. Spreitzer et al., SYNTHESIS AND ODOR OF CHIRAL PARTIAL STRUCTURES OF KHUSIMONE - PART-3- SHORT COMMUNICATION, Helvetica Chimica Acta, 81(1), 1998, pp. 40-45
Citations number
12
Categorie Soggetti
Chemistry
Journal title
Helvetica Chimica Acta → ACNP
ISSN journal
0018019X
Volume
81
Issue
1
Year of publication
1998
Pages
40 - 45
Database
ISI
SICI code
0018-019X(1998)81:1<40:SAOOCP>2.0.ZU;2-Y
Abstract
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 methano bridge of the tricyclic khusimone should lea d to the bicyclic partial structure(-)-2. Unexpectedly, (-)-2 could no t be obtained since epimerization favored(-)-16. The stereochemical ke y step of the synthesis of the hydrazulene nucleus is based on a highl y diastereoselective conjugate addition to a chiral oxocyclopent-1-ene -1-carboxylate.