New stereoselective preparation of (Z)-3-perfluoroalkyl-3-magnesiated enoates by an iodine-magnesium exchange

被引:10
|
作者
Thibonnet, J
Duchêne, A
Parrain, JL
Abarbri, M
机构
[1] Fac Sci Tours, Lab Physicochim Interfaces & Milieux React, F-37200 Tours, France
[2] Fac Sci & Tech St Jerome, CNRS, Organ Synth Lab, F-13397 Marseille 20, France
来源
JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 12期
关键词
D O I
10.1021/jo049960k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(Z)-Ethyl-3-perfluoroalkyl-3-magnesiated crotonates were prepared from (Z)-ethyl-3-perfluoroalkyl-3-iodo enoates by iodine-magnesium exchange reaction with isopropylmagnesium bromide in THF at -78 degreesC. These new reagents reacted with a range of electrophiles, leading to polyfunctional products bearing a perfluoroalkyl group.
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页码:4262 / 4264
页数:3
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