Application of polydentate chiral amines within magnesium-mediated asymmetric deprotonation reactions

被引：24

作者：

Bassindale, MJ

Crawford, JJ

Henderson, KW

Kerr, WJ

机构：

[1] Univ Strathclyde, Dept Pure & Appl Chem, Glasgow G1 1XL, Lanark, Scotland

[2] Univ Notre Dame, Dept Chem & Biochem, Notre Dame, IN 46556 USA

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 21期

基金：

英国工程与自然科学研究理事会;

关键词：

asymmetric synthesis; chiral amines; enantioselective deprotonation; magnesium amides;

D O I：

10.1016/j.tetlet.2004.03.113

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A set of polydentate secondary amines, each containing two stereogenic centres, were prepared. These were subsequently Utilised in magnesium-mediated asymmetric deprotonation reactions and excellent enantiomeric ratios were obtained (tip to 94:6 er). Furthermore. these bases tend to be highly efficient in the absence of strong Lewis base additives, which demonstrates an additional practical advantage over existing protocols. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：4175 / 4179

页数：5

共 27 条

[1] Effect of amine structure and reaction additives on enantioselective deprotonations mediated by homochiral magnesium amide bases [J].