Synthesis of 3-aminoaspartic acid derivatives from glycine precursors

被引：13

作者：

Chen, Y ^{[1
]}

Yudin, AK ^{[1
]}

机构：

[1] Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 26期

基金：

加拿大自然科学与工程研究理事会; 加拿大创新基金会;

关键词：

D O I：

10.1016/S0040-4039(03)01122-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3-Aminoaspartic acid derivatives 3 have been synthesized via stereoselective alkylation of alpha-acetyloxyglycine Schiff base 2 with the enolate of glycine anion equivalent 1 Lis a carbon nucleophile in the presence of Pd(OAc)(2) and BINAP at room temperature. High chemical yields and moderate stereoselectivities were observed. The enantiomeric excess of the dl diastereomer can be increased to 95%, after a single recrystallization from isopropanol and hexanes. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：4865 / 4868

页数：4

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