An NMR method for determination of configuration of β-substituted carboxylic acids

被引：21
|
作者：
Hoye, TR [1 ]
Hamad, ASS [1 ]
Koltun, DO [1 ]
Tennakoon, MA [1 ]
机构：
[1] Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA
来源：
TETRAHEDRON LETTERS | 2000年 / 41卷 / 14期
基金：
美国国家卫生研究院;
关键词：
carboxylic acids; configuration; NMR spectroscopy; stereochemistry;
D O I：
10.1016/S0040-4039(00)00163-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The absolute configuration of the stereogenic center at the beta-position of a carboxylic acid can be determined via derivatization with chiral benzylic amines [PhCH(Me)NH2 or 1-NpCH(Me)NH2]. Acids of known configuration and with a variety of beta-substituents were subjected to derivatization. Analysis of the signs of the chemical shift differences of substituent protons permits determination of the absolute configuration. (C) 2000 Elsevier Science Ltd. All rights reserved.
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页码：2289 / 2293
页数：5
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