4-Oxo-α-amino acids:: a caution when determining absolute configurations by 1H NMR using MPA derivatization and Ba2+ complexation

被引：6

作者：

Earle, MA ^{[1
]}

Hultin, PG ^{[1
]}

机构：

[1] Univ Manitoba, Dept Chem, Winnipeg, MB R3T 2N2, Canada

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 41期

基金：

加拿大自然科学与工程研究理事会;

关键词：

D O I：

10.1016/S0040-4039(00)01368-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A method for determining the absolute configurations of chiral amines based on changes in the H-1 NMR spectra of their (R)-MPA amides on addition of Ba2+ was applied to both enantiomers of a series of gamma-oxo-alpha-amino acid methyl esters. The chemical shift changes Delta delta(Ba) observed for these compounds were inconsistent with the recently proposed model relating them to the absolute configuration of the amino group. These results suggest that care must be taken when using this technique. (C) 2000 Published by Elsevier Science Ltd.

引用

页码：7855 / 7858

页数：4

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