An easy, efficient, and completely stereoselective synthesis of (E)-α,β-unsaturated esters via sequential aldol-type/elimination reactions promoted by samarium diiodide or chromium dichloride

被引:28
作者
Concellón, JM [1 ]
Concellón, C [1 ]
Méjica, C [1 ]
机构
[1] Univ Oviedo, Fac Quim, Dept Quim Organ & Inorgan, E-33071 Oviedo, Spain
关键词
D O I
10.1021/jo050655o
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(E)-alpha,beta-Unsaturated esters can be obtained with complete stereoselectivity by reaction of different aldehydes and ethyl dibromoacetate promoted by SmI2 or CrCl2. The transformation takes place as two sequential reactions: an aldol-type reaction and a P-elimination reaction.
引用
收藏
页码:6111 / 6113
页数:3
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