Synthesis of chiral, non-racemic aldols from chiral β-hydroxy-Weinreb amides prepared by enantioselective Reformatsky-like reaction induced by chiral β-aminoalcohols

被引:35
作者
Andrés, JM [1 ]
Pedrosa, R [1 ]
Pérez-Encabo, A [1 ]
机构
[1] Univ Valladolid, Fac Ciencias, Dept Quim Organ, E-47011 Valladolid, Spain
关键词
chiral aminoalcohols; enantioselective synthesis; Reformatsky reaction; stereoselective aldol reaction;
D O I
10.1016/S0040-4020(99)01070-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chiral 1,2-aminoalcohols catalyze enantioselective Reformatsky addition of zinc derivatives of alpha-bromo Weinreb amides. Reaction of Grignard reagents with the resulting beta-hydroxy N-methoxy-N-methyl amides allowed the preparation of beta-hydroxy ketones regio- and enantioselectively. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1217 / 1223
页数:7
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