Zirconium-mediated SN2′ substitution of allylic ethers:: Regio- and stereospecific formation of protected allylic amines

被引：15
|
作者：
Lalic, G [1 ]
Blum, SA [1 ]
Bergman, RG [1 ]
机构：
[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2005年 / 127卷 / 48期
关键词：
D O I：
10.1021/ja056132f
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A new zirconium-mediated, regio- and stereospecific SN2′ substitution of allylic ethers with a nitrogen nucleophile has been developed. Cbz-protected amine products were isolated in high yield from reactions with a wide range of Z allylic ethers. A mechanism of the allylic substitution consistent with the results of the kinetics and kinetic isotope effect studies was proposed. Copyright © 2005 American Chemical Society.
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页码：16790 / 16791
页数：2
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