ENANTIOSELECTIVE 1,4-ADDITIONS OF ORGANOMETALLIC COMPOUNDS TO CONJUGATED SYSTEMS IN THE CHIRAL MEDIUM DDB

被引:100
作者
LANGER, W
SEEBACH, D
机构
[1] UNIV ZURICH,ETH ZENTRUM,ORGAN CHEM LAB,CH-8092 ZURICH,SWITZERLAND
[2] UNIV GIESSEN,INST ORGAN CHEM,D-6300 GIESSEN,FED REP GER
关键词
D O I
10.1002/hlca.19790620604
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Enantioselective 1,4‐additions of organometallic compounds to conjugated systems in the chiral medium DDB The chiral methoxyamine DDB is used as a cosolvent to add achiral Li‐, Cu‐, and Zn‐organic compounds enantioselectively to prochiral β‐carbon atoms of α, β‐unsaturated aldehydes, ketones, nitro compounds and ketene‐thioacetals (Tables 1 and 2). The selectivity generally ranges from 55:45 to 63:27, in one case (9b) an enantiomeric excess of 43% was obtained. Copyright © 1979 Verlag GmbH & Co. KGaA, Weinheim
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页码:1710 / 1722
页数:13
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