Premium
Chromatographic Separation of the Excess Enantiomer under Achiral Conditions
Author(s) -
Matusch Rudolf,
Coors Carsten
Publication year - 1989
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198906261
Subject(s) - diastereomer , enantiomer , elution , chemistry , silica gel , chromatography , chromatographic separation , enantioselective synthesis , enantiomeric excess , chiral stationary phase , stationary phase , organic chemistry , high performance liquid chromatography , catalysis
The excess enantiomer can be separated chromatographically without difficulty from mixtures of enantiomers in the ratio a: b (a ≠ b), as are usually formed in enantioselective syntheses. This is possible on achiral stationary phases and with achiral mobile phases, but only in utilizable amounts if both homochiral as well as heterochiral associates are formed in solution. These associates are diastereomeric. Hence, the stationary phase is of decisive importance. On aminopropyl silica gel the excess entiomer is eluted first, then the racemate.