A way for resolution of ( R, S)-2-octanol by combining dynamic kinetic resolution with double kinetic resolution

Abstract

Although the enantioselectivity of the Pseudomonas cp. lipase (PCL) used in the kinetic resolution of ( R, S)-2-octanol is moderate, the ( S)-enantiomer 2 with 98% ee and ( R)-enantiomer 6 with 95% ee can be obtained by combining dynamic kinetic resolution (DyKR) with double kinetic resolution (DoKR) and 80% racemic substrate can be converted to enantiopure products by the way. The method is based on the feasibility of using the residue of one DoKR as the substrate of the next DoKR and so on recycling them to DyKR. The strategy is adapted to large-scale resolution of common sec-alcohols, especially to which when the moderate enantioselective lipases can be employed.