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

页码：3311 / 3314

页数：4

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