A versatile route to 2-substituted cyclic 1,3-dienes via a copper(I)-catalyzed cross-coupling reaction of dienyl triflates with Grignard reagents

被引:33
作者
Karlström, ASE [1 ]
Rönn, M [1 ]
Thorarensen, A [1 ]
Bäckvall, JE [1 ]
机构
[1] Uppsala Univ, Dept Organ Chem, SE-75121 Uppsala, Sweden
关键词
D O I
10.1021/jo971737i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A general synthesis of 2-substituted cyclic 1,3-dienes in two steps from alpha,beta-unsaturated ketones has been developed. Formation of a dien-2-yl triflate followed by a copper(I)-catalyzed cross-coupling reaction with a Grignard reagent gives 2-substituted dienes in fair to excellent yields. Alkyl, aryl, and allyl Grignard reagents can be used.
引用
收藏
页码:2517 / 2522
页数:6
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