Chemoenzymatic synthesis and biological evaluation of enantiomerically enriched 1-(β-hydroxypropyl) imidazolium-and triazolium-based ionic liquids

P Borowiecki, M Milner-Krawczyk…

Index: Borowiecki, Pawel; Milner-Krawczyk, Malgorzata; Plenkiewicz, Jan Beilstein Journal of Organic Chemistry, 2013 , vol. 9, p. 516 - 525

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Citation Number: 7

Abstract

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 ...