1,5-diketones from 3,4-dihydropyranones:: An application in the synthesis of (±)-α-herbertenol

被引：31

作者：

Harrowven, DC ^{[1
]}

Hannam, JC ^{[1
]}

机构：

[1] Univ Southampton, Dept Chem, Southampton SO17 1BJ, Hants, England

来源：

TETRAHEDRON | 1999年 / 55卷 / 30期

关键词：

ketones; lithium and compounds; pyrones; terpenes and terpenoids; titanium and compounds;

D O I：

10.1016/S0040-4020(99)00495-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An approach to 1,5-diketones involving the addition of organolithium reagents to 3,4-dihydropyranones is described. Good yields are obtained when reactions are quenched with trimethylsilyl chloride prior to hydrolytic work up and the organolithium reagent contains a Lewis basic group adjacent to the carbon to lithium bond. The method has been applied in a short synthesis of the fungicidal sesquiterpene (+/-)-alpha-herbertenol. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：9333 / 9340

页数：8

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