Stereospecific synthesis of (+)-beta-sesquiphellandrene

Authors
Kreiser, W Korner, F
Citation
W. Kreiser et F. Korner, Stereospecific synthesis of (+)-beta-sesquiphellandrene, HELV CHIM A, 82(9), 1999, pp. 1427-1433
Citations number
16
Categorie Soggetti
Chemistry & Analysis",Chemistry
Journal title
HELVETICA CHIMICA ACTA
ISSN journal
0018019X → ACNP
Volume
82
Issue
9
Year of publication
1999
Pages
1427 - 1433
Database
ISI
SICI code
0018-019X(1999)82:9<1427:SSO(>2.0.ZU;2-W
Abstract
The structure and absolute configuration of (-)-beta-Sesquiphellandrene ((- )-1a) is shown to be (6S)-2-methyl-6-[(1'R)-4-methylidcnecyclohex- 2-enyl]h ept-2-ene by stereospecific synthesis of its enantiomer ((+)- 1a) and of a further (6S,1'S)-diastereoisomer ((+)-1b). Characteristic spectroscopic dif ferences in both diastereoisomeric series are discussed.