SYNTHESIS OF 1,3-DIENES OF (E,Z) CONFIGURATION BY A 3-COMPONENT COUPLING STRATEGY

被引：21

作者：

WHITE, JD

JENSEN, MS

机构：

[1] Department of Chemistry, Oregon State University, Corvallis

来源：

TETRAHEDRON | 1995年 / 51卷 / 20期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/0040-4020(95)00249-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Three-component coupling of an anionic nucleophile, butadienyltriphenylphosphonium bromide, and an aldehyde gave conjugated dienes of predominantly (E,Z) configuration. Dianions of beta-dicarbonyl systems and dicarboxylic acids, and monoanions of sulfones were employed as nucleophiles. Stereoselectivity in favor of an(E,Z)-1,3-diene was highest when a beta-dicarbonyl dianion was used in conjunction with an alpha-branched aldehyde.

引用

页码：5743 / 5756

页数：14

共 24 条

[11] THE WITTIG OLEFINATION REACTION AND MODIFICATIONS INVOLVING PHOSPHORYL-STABILIZED CARBANIONS - STEREOCHEMISTRY, MECHANISM, AND SELECTED SYNTHETIC ASPECTS [J].