Direct reaction of dibromoacetic acid with aldehydes promoted by samarium diiodide:: An easy, efficient, and rapid synthesis of (E)-α,β-unsaturated carboxylic acids with total stereoselectivity

被引:17
|
作者
Concellón, JM [1 ]
Concellón, C [1 ]
机构
[1] Univ Oviedo, Fac Quim, Dept Quim Organ & Inorgan, E-33071 Oviedo, Spain
来源
JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 71卷 / 04期
关键词
D O I
10.1021/jo052236x
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A promoted SmI2 direct reaction of dibromoacetic acid with different aldehydes, followed by an elimination reaction also promoted by samarium diiodide, affords (E)-alpha,beta-unsaturated carboxylic acids 2 with total stereoselectivity. A mechanism to explain this transformation is proposed.
引用
收藏
页码:1728 / 1731
页数:4
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