CATALYTIC AND STOICHIOMETRIC ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO ALDEHYDES USING A NOVEL CHIRAL SPIROTITANATE

被引:198
作者
SCHMIDT, B
SEEBACH, D
机构
[1] Laboratorium Für Organische Chemie, Eidgenössischen Technischen Hochschule, Eth-Zentrum, CH-8092
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1991年 / 30卷 / 01期
关键词
D O I
10.1002/anie.199100991
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Simple variation of the reaction conditions in the addition of Et2Zn to aldehydes in the presence of spirotitanate 1 can lead to a reversal in the configuration of the product. Stoichiometric amounts of the spirotitanate result in Re addition of Et2Zn to the aldehyde (up to 98% ee). In the presence of equimolar amounts of Ti(OCHMe2)4, catalytic amounts of 1 lead to Si addition of Et2Zn (up to 99% ee).
引用
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页码:99 / 101
页数:3
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