Determining factors in the assignment of the absolute configuration of alcohols by NMR. The use of anisotropic effects on remote positions.

被引:58
作者
Seco, JM [1 ]
Latypov, SK
Quinoa, E
Riguera, R
机构
[1] UNIV SANTIAGO DE COMPOSTELA, FAC QUIM, DEPT QUIM ORGAN, E-15706 SANTIAGO DE COMPOSTELA, SPAIN
[2] RUSSIAN ACAD SCI, INST ORGAN & PHYS CHEM, KAZAN 420083, TATARSTAN, RUSSIA
关键词
D O I
10.1016/S0040-4020(97)00512-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The factors governing the efficiency of arylmethoxyacetic acids (AMAAs) For the determination of the absolute configuration of alcohols by NMR, have been identified and their influence studied. The largest Delta delta(RS) values are obtained either increasing the size of the aryl ring (i.e. alpha-(9-anthryl)-alpha-methoxyacetic acid, 5), or the population of the most stable conformer (i.e. reagent 3 at low temperature). The use of 5 to induce useful shifts on remote protons of complex molecules (i.e. androsterone) is described.
引用
收藏
页码:8541 / 8564
页数:24
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