The use of ethyl 2-(9-anthryl)-2-hydroxyacetate for assignment of the absolute configuration of carboxylic acids by H-1 NMR

被引:21
作者
Ferreiro, MJ
Latypov, SK
Quinoa, E
Riguera, R
机构
[1] UNIV SANTIAGO COMPOSTELA,FAC QUIM,DEPT QUIM ORGAN,E-15706 SANTIAGO COMPOSTE,SPAIN
[2] UNIV SANTIAGO COMPOSTELA,INST ACUICULTURA,E-15706 SANTIAGO COMPOSTE,SPAIN
关键词
D O I
10.1016/S0957-4166(97)00081-5
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Both theoretical and experimental evidences prove that the absolute configuration of an cx-chiral carboxylic acid can be safely assigned by comparison of the H-1 NMR spectra of its esters with (R)- and (S)-ethyl 2-(9-anthryl)-2-hydroxyacetate (5, AHA). A simplified conformational model, based on the dominance of the ap over the sp conformer and the selective effect of the anthryl group, allows the (WS) assignment directly from the NMR chemical shifts. (C) 1997 Elsevier Science Ltd.
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页码:1015 / 1018
页数:4
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