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
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
收藏
页码:5743 / 5756
页数:14
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