High stereocontrol in the allylation of chiral non-racemic α-alkoxy and α-amino nitrones

被引：24
|
作者：
Merino, P [1 ]
Delso, I [1 ]
Mannucci, V [1 ]
Tejero, T [1 ]
机构：
[1] Univ Zaragoza, Fac Ciencias, Inst Ciencia Mat Aragon, Dept Quim Organ,Lab Sintesis Asimetr, E-50009 Zaragoza, Spain
来源：
TETRAHEDRON LETTERS | 2006年 / 47卷 / 19期
关键词：
D O I：
10.1016/j.tetlet.2006.03.004
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The stereocontrolled addition of allylic metals to chiral non-racemic nitrones promoted by the addition of Lewis acids is described. Whereas for alpha-alkoxy nitrones the stereocontrol depends on the Lewis acid used as an activator, for alpha-amino nitrones the diastercofacial course of the reaction depends on the protection of the a-amino group. The successful implementation of the methodology is represented by the enantiodivergent synthesis of D- and L-allylglycine. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3311 / 3314
页数：4
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