ANTI-SELECTIVE AND DIASTEREOFACIALLY SELECTIVE ALDOL REACTIONS WITH (R)-2-SILOXY-1,2,2-TRIPHENYLETHYL PROPIONATE

被引:29
作者
BRAUN, M
SACHA, H
机构
[1] Institut Für Organische, Makromolekulare Chemie, Universität Düsseldorf, W-4000
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1991年 / 30卷 / 10期
关键词
D O I
10.1002/anie.199113181
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The zirconium enolate of the (R)-propionate 1 attacks aldehydes preferentially at the Si side to afford anti-configurated adducts. The chiral auxiliary triphenylglycol, which is the precursor to the ester 1, is easily accessible in both enantiomeric forms. Thus, access to the carboxylic acids 2 and diols 3 is provided with enantiomeric excesses of > 94%.
引用
收藏
页码:1318 / 1320
页数:3
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