Convenient asymmetric (salen)Mn(III)-catalyzed epoxidation of unfunctionalized alkenes with hydrogen peroxide using carboxylate salt cocatalysts

被引：99
|
作者：
Pietikäinen, P [1 ]
机构：
[1] Univ Helsinki, Dept Chem, Organ Chem Lab, FIN-00014 Helsinki, Finland
来源：
TETRAHEDRON | 1998年 / 54卷 / 17期
关键词：
D O I：
10.1016/S0040-4020(98)00145-8
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Asymmetric epoxidation of unfunctionalized alkenes is reported using chiral (salen)Mn(III) complexes 1-5 together with a carboxylate salt cocatalyst in the presence of either aqueous H2O2 or anhydrous urea-H2O2 adduct as oxidant. Several simple soluble salts (acetates, formates, benzoates) were studied all giving good yields of epoxides with moderate to excellent enantioselectivity. For example, 1,1-diphenyl-1-propene was converted into the corresponding epoxide of 96% ee in 84% yield. Generally, this epoxidation method gave better results than a previously described system using nitrogen heterocycles as cocatalysts. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：4319 / 4326
页数：8
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