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

来源：

HELVETICA CHIMICA ACTA | 1979年 / 62卷 / 06期

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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