CATALYTIC ENANTIOSELECTIVE CYCLOPROPANATION WITH BIS(HALOMETHYL)ZINC REAGENTS .1. OPTIMIZATION OF REACTION PROTOCOL

被引：76

作者：

DENMARK, SE

CHRISTENSON, BL

COE, DM

OCONNOR, SP

机构：

[1] Roger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 13期

关键词：

ALLYLIC ALCOHOL; DIETHYLZINC; BIS(IODOMETHYL)ZINC; CYCLOPROPANATION;

D O I：

10.1016/0040-4039(95)00258-E

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The rate and selectivity of catalytic enantioselective cyclopropanation of cinnamyl alcohol utilizing bis-iodomethyl zinc and 4a/4b is greatly dependent on the order of addition of the reagents. The independent preformation of the ethylzinc cinnamyloxide and bis(iodomethyl)zinc was found to be crucial. The reaction displayed autocatalytic behavior which was shown to be due to the generation of zinc iodide.

引用

页码：2215 / 2218

页数：4

共 14 条

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