CATALYTIC ASYMMETRIC CYCLOPROPANATION USING COPPER COMPLEX OF OPTICALLY-ACTIVE BIPYRIDINE AS A CATALYST

被引：129

作者：

ITO, K ^{[1
]}

KATSUKI, T ^{[1
]}

机构：

[1] KYUSHU UNIV 33,FAC SCI,DEPT CHEM,HIGASHI KU,FUKUOKA 812,JAPAN

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 16期

关键词：

ASYMMETRIC CYCLOPROPANATION; OPTICALLY ACTIVE BIPYRIDINE LIGAND;

D O I：

10.1016/S0040-4039(00)77650-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Optically active 8,8'-di(trimethylsilyl)-5,5',6,6',7,7',8,8'-octahydro-2,2'-biquinoline (7) was found to be an effective catalyst for enantioselective cyclopropanation of olefins. For example, the reaction of styrene and t-butyl diazoacetate in the presence of 7 proceeded with high enantioselectivity of 92% ee, to give t-butyl trans-2-phenylcyclopropanecarboxylate. On the other hand, the reaction of trans-beta-methylstyrene gave the cis-isomer of >99% ee as a major product.

引用

页码：2661 / 2664

页数：4

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