Tetrahedron: Asymmetry

Kinetic resolution of trans-2-acetoxycycloalkan-1-ols by lipase-catalysed enantiomerically selective acylation

…, O Orovecz, G Szakács, L Novák, L Poppe

Index: Bodai, Viktoria; Orovecz, Oliver; Szakacs, Gyoergy; Novak, Lajos; Poppe, Laszlo Tetrahedron Asymmetry, 2003 , vol. 14, # 17 p. 2605 - 2612

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Citation Number: 31

Abstract

Kinetic resolution of a series of racemic trans-cycloalkane-1, 2-diol monoacetates rac-2a–d was performed by enantiomerically selective transesterification with vinyl acetate catalysed by commercial and our own-prepared fungal lipases to yield diacetates (R, R)-3a–d and monoacetates (S, S)-2a–d in high enantiomeric purity. The monoacetates (R, R)-2a–d were also prepared from the racemic diacetates rac-3a–d by lipase-catalysed hydrolysis.