Fluorinated chiral secondary amines as catalysts for epoxidation of olefins with oxone

…, YC Chen, MK Wong, D Yang

Index: Ho, Chun-Yu; Chen, Ying-Chun; Wong, Man-Kin; Yang, Dan Journal of Organic Chemistry, 2005 , vol. 70, # 3 p. 898 - 906

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Citation Number: 70

Abstract

We have synthesized a series of chiral cyclic secondary amines having different substitution patterns and have screened them as catalysts for the asymmetric epoxidation of olefins using Oxone. The highest enantiomeric excess (61%) occurred for the epoxidation of 1- phenylcyclohexene catalyzed by a secondary amine bearing a fluorine atom at the β- position relative to the amino center. Our experimental results provide further support to ...