Organocatalytic asymmetric epoxidation reactions in water–alcohol solutions

W Zhuang, M Marigo, KA Jørgensen

Index: Zhuang, Wei; Marigo, Mauro; Jorgensen, Karl Anker Organic and Biomolecular Chemistry, 2005 , vol. 3, # 21 p. 3883 - 3885

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Citation Number: 93

Abstract

The diastereo-and enantioselective organocatalytic epoxidation of α, β-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 ...