DIRECTED RESOLUTION OF ENANTIOMERS VIA LIQUID CHROMATOGRAPHY OF DIASTEREOMERIC DERIVATIVES .5. PREPARATIVE SCALE DIRECTED RESOLUTION OF ENANTIOMERIC CARBOXYLIC-ACIDS AND LACTONES VIA LIQUID-CHROMATOGRAPHY AND NEIGHBORING-GROUP ASSISTED HYDROLYSIS OF DIASTEREOMERIC AMIDES

被引：94

作者：

HELMCHEN, G

NILL, G

FLOCKERZI, D

YOUSSEF, MSK

机构：

[1] Institut für Organische Chemie, Biochemie und Isotopenforschung der Universität, Stuttgart, D-7000

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1979年 / 18卷 / 01期

关键词：

D O I：

10.1002/anie.197900631

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The separation of enantiomeric carboxylic acids 1 on a preparative scale (1 mol) can be accomplished by the following reaction sequence: transformation of 1 with optically active amines, e.g. (2), containing polar groups, into diastereomeric amides → separation of the amides by liquid chromatography on silica gel columns → mild acidic hydrolysis. Amines such as 3 without additional polar groups suffice for separation of lactones. (Figure Presented.) Copyright © 1979 by Verlag Chemie, GmbH, Germany

引用

页码：63 / 65

页数：3

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[1] DIRECTED RESOLUTION OF ENANTIOMERS VIA LIQUID-CHROMATOGRAPHY OF DIASTEREOMERIC DERIVATIVES .4. EXTREME LIQUID-CHROMATOGRAPHIC SEPARATION EFFECTS IN THE CASE OF DIASTEREOMERIC AMIDES CONTAINING POLAR SUBSTITUENTS [J].