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.

引用

页码：3291 / 3294

页数：4