Sulfur ylide mediated three-component aziridination and epoxidation reactions using vinyl sulfonium salts

被引：31
|
作者：
Kokotos, Christoforos G. [1 ]
McGarrigle, Eoghan M. [1 ]
Aggarwal, Varinder K. [1 ]
机构：
[1] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England
来源：
SYNLETT | 2008年 / 14期
基金：
英国工程与自然科学研究理事会;
关键词：
sulfur ylides; epoxidations; aziridinations; multicomponent reactions; vinyl sulfonium salts;
D O I：
10.1055/s-2008-1078252
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Coupling of diphenylvinyl sulfonium triflate with nucleophiles and either aldehydes or imines gives epoxides and aziridines, respectively, in a three-component reaction. cis-Aziridines could be formed in good diastereomeric ratio, and the selectivity was correlated to the reactivity of the imine. This represents the first study of cis/trans selectivity in the reactions of imines with non-stabilized sulfur ylides.
引用
收藏
页码：2191 / 2195
页数：5
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