Stereospecific Synthesis of (+)-β-Sesquiphellandrene

✍ Scribed by Wolfgang Kreiser; Ferdinand Körner

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: German
• Weight: 91 KB
• Volume: 82
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/(sici)1522-2675(19990908)82:9<1427::aid-hlca1427>3.0.co;2-s

✦ Synopsis

The structure and absolute configuration of (À)-b-Sesquiphellandrene ((À)-1a) is shown to be (6S)-2methyl-6-[(1'R)-4-methylidenecyclohex-2-enyl]hept-2-ene by stereospecific synthesis of its enantiomer (()-1a) and of a further (6S,1'S)-diastereoisomer (()-1b). Characteristic spectroscopic differences in both diastereoisomeric series are discussed.