MECHANISTIC STUDY OF A SYNTHETICALLY USEFUL MONOOXYGENASE MODEL USING THE HYPERSENSITIVE PROBE TRANS-2-PHENYL-1-VINYLCYCLOPROPANE

被引:79
作者
FU, H
LOOK, GC
ZHANG, W
JACOBSEN, EN
WONG, CH
机构
[1] Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA
[2] UNIV ILLINOIS, DEPT CHEM, ROGER ADAMS LAB, URBANA, IL 61801 USA
关键词
D O I
10.1021/jo00023a008
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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(III) salen mediated epoxidation of unfunctionalized alkyl-substituted olefins is a concerted process. A stepwise mechanism, however, is suggested for the epoxidation of aryl-substituted olefins.
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页码:6497 / 6500
页数:4
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