Organocatalytic asymmetric epoxidation reactions in water-alcohol solutions

被引：88

作者：

Zhuang, W ^{[1
]}

Marigo, M ^{[1
]}

Jorgensen, KA ^{[1
]}

机构：

[1] Aarhus Univ, Danish Natl Res Fdn, Ctr Catalysis, Dept Chem, DK-8000 Aarhus, Denmark

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2005年 / 3卷 / 21期

关键词：

D O I：

10.1039/b512542a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The diastereo- and enantioselective organocatalytic epoxidation of alpha,beta-unsaturated aldehydes in aqueous solutions is presented. By the screening of the reaction conditions for the epoxidation of cinnamic aldehyde applying hydrogen peroxide as the oxidant and 2-[bis-(3,5-bis-trifluoromethyl-phenyl)-trimethylsilanyloxy-methyl]-pyrrolidine as the catalyst, a highly stereoselective reaction has been developed. The scope of the diastereo- and enantioselective organocatalytic epoxidation in aqueous solutions is documented by the asymmetric epoxidation of alpha,beta-unsaturated aldehydes with enantioselectivities up to 96% ee.

引用

页码：3883 / 3885

页数：3

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