Asymmetric cyclopropanation of olefins with diazoacetate using chiral copper catalysts

被引:37
作者
Ichiyanagi, T [1 ]
Shimizu, M [1 ]
Fujisawa, T [1 ]
机构
[1] MIE UNIV, DEPT CHEM MAT, TSU, MIE 514, JAPAN
关键词
D O I
10.1016/S0040-4020(97)00644-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chiral 2-(2-aryl- or 2-alkyl-sufonylamino)phenyl-4-phenyl-1,3-oxazolines were found to be effective ligands for copper-catalyzed enantioselective cyclopropanation reaction of olefins. The reaction of styrene with d-menthyl diazoacetate in the presence of optically active copper catalysts gave cyclopropanation products in a ratio of irans: cis = 83 : 17 with 63% ee (trans) and 84% ee (cis). (C) 1997 Elsevier Science Ltd.
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页码:9599 / 9610
页数:12
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