DIASTEREOMERIC AND ENANTIOMERIC SEPARATION OF MONOESTERS PREPARED FROM MESO-CYCLOPENTANEDIOLS AND RACEMIC CARBOXYLIC-ACIDS ON A SILICA PHASE AND ON AMYLOSE AND CELLULOSE CHIRAL STATIONARY PHASES

The diastereomeric and enantiomeric separation of cyclopent-2-ene-1,4-diol and bicyclo[3.1.0]hexane-1,4-diol derivatives was carried out by HPLC on chiral stationary phases consisting of 3,5-dimethylphenylcarbamates of cellulose (Chiracel OD) and amylose (Chiralpak AD) coated on macroporous silica. The separation on the AD column is dramatically influenced by the kind of alcohol in the mobile phase. The retention times and separation factors increase on changing the mobile phase modifier from 2-propanol to ethanol and to a mixture of methanol and ethanol. On the OD column solutes elute faster with ethanol than with 2-propanol modifier, as expected from the higher polarity of ethanol.