High-performance liquid chromatographic separation of enantiomers of unusual amino acids possessing cycloalkane or cycloalkene skeletons on a chiral crown ether containing stationary phase

Direct reversed-phase high-performance liquid chromatographic methods were developed for the separation and identification of the enantiomers of mono- and bicyclic racemic beta-amino acids: cis- and trans-2-aminocyclopentane- 1-carboxylic acids, cis- and trans-2-aminocyclohexane-1-carboxylic acids, c is- and trans-2-amino-4-cyclohexene-1-carboxylic acids, diendo- and diexo-3 -aminobicyclo[2.2.1]heptane-2-carboxylic acids and diendo- and diexo-3-amin o-5-bicyclo[2.2.1]heptene-2-carboxylic acids. Enantioseparation was carried out by the application of a chiral stationary phase, Crownpak CR(+). The c onditions of separation were optimized by changing the temperature, the flo w rate and the pH of the mobile phase.