Regio- and enantioselective synthesis of allylic fluorides by electrophilic fluorodesilylation of allyl silanes

被引：108
作者：
Greedy, B
Paris, JM
Vidal, T
Gouverneur, V
机构：
[1] Univ Oxford, Dyson Perrins Lab, Oxford OX1 3QY, England
[2] Rhodia Rech, Ctr Rech Lyon, F-69192 St Fons, France
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2003年 / 42卷 / 28期
关键词：
allylic compounds; asymmetric synthesis; cinchona alkaloids; fluorides; silanes;
D O I：
10.1002/anie.200351405
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Enantiopure N-fluorocinchona alkaloids promoted the electrophilic fluorodesilylation of allyl silanes in a conceptually new approach to the regio- and enantioselective formation of allylic fluorides (see scheme). Excellent conversions were observed in these reactions, which afforded the desired allylic fluorides with up to 96% ee.
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收藏
页码：3291 / 3294
页数：4
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