Abstract Racemic 1-(β-hydroxypropyl) azoles were prepared by solvent-free direct regioselective ring opening of 1, 2-propylene oxide with imidazole or 1, 2, 4-triazole. Lipase- catalyzed transesterification of alcohols with vinyl acetate resulted in kinetic enantiomers resolution. Separated (S)-enantiomers of (+)-1-(1H-imidazol-1-yl) propan-2-ol and (+)-1-(1H- 1, 2, 4-triazol-1-yl) propan-2-ol were quaternized with alkyl bromides or iodides, yielding ...