DIRECTED RESOLUTIONS OF ENANTIOMERS VIA LIQUID-CHROMATOGRAPHY OF DIASTEREOMERIC DERIVATIVES .6. PREPARATIVE SCALE DIRECTED RESOLUTION OF ENANTIOMERIC AMINES VIA LIQUID-CHROMATOGRAPHY OF DIASTEREOMERIC 4-HYDROXYBUTYRAMIDES

The separation of enantiomeric amines 1 on a preparative scale can be carried out by the same principles as used in the separation of enantiomeric carboxylic acids. However, there is no simple access to amides bearing α‐substituents in the acidic moiety; the corresponding 2‐alkylbutyrolactones racemize. 3‐Substituted butyrolactones such as 2 proved to be suitable reagents. (Figure Presented.) Copyright © 1979 by Verlag Chemie, GmbH, Germany