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 promote
✦ LIBER ✦
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
- Book ID
- 104260278
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 106 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The paper describes a short synthesis of oc-herbertenol. Key features are the addition of dihyropyranone 5 to an aryllithium to give 1,5-diketone 7; a titanium(0) mediated cyclisation of 7 to diol8and asequentialmethylation of 8 toherbertenol methyl ether 9.
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