ChemInform Abstract: A Short Synthesis of α-Herbertenol Featuring the Use of a Dihydropyranone as a 1,5-Diketone Synthon.

✍ Scribed by David C. Harrowven; Joanne C. Hannam

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 33 KB
• Volume: 30
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199910194

✦ Synopsis

Featuring the Use of a Dihydropyranone as a 1,5-Diketone Synthon.

-A short synthesis of the antifungally active sesquiterpene α-herbertenol (VII) is described. Key steps are the addition of an aryllithium reagent to dihydropyranone (II), which is used as 1,5-diketone synthon, and a titanium promoted intramolecular pinacolic coupling [→ (IV)].