Mechanistic study of a synthetically useful monooxygenase model using the hypersensitive probe trans-2-phenyl-1-vinylcyclopropane

H Fu, GC Look, W Zhang, EN Jacobsen…

Index: Fu, Hong; Look, Gary C.; Zhang, Wei; Jacobsen, Eric N.; Wong, Chi-Huey Journal of Organic Chemistry, 1991 , vol. 56, # 23 p. 6497 - 6500

Full Text: HTML

Citation Number: 70

Abstract

Summary: The use of trans-2-phenyl-1-vinylcyclopropane as a hypersensitive probe to study the epoxidation mechanisms of monooxygenases and their models is described; the high yield epoxide formation indicates that the Mn (1II) salen mediated epoxidation of unfunctionalized alkylsubstituted olefins is a concerted process. A stepwise mechanism, however, is suggested for the epoxidation of aryl-substituted olefins.