Enantiopure dihalocyclopropyl alcohols and esters by lipase catalyzed kinetic resolution |
| |
Authors: | Elisabeth Egholm Jacobsen,Mohammed Farrag el-Behairy,Lars Skattebø l,Thorleif Anthonsen |
| |
Affiliation: | 1. Department of Chemistry, Norwegian University of Science and Technology, 7491 Trondheim, Norway;2. Department of Chemistry and Materials Sciences, Sør-Trøndelag University College, 7004 Trondheim, Norway;3. Department of Chemistry, University of Oslo, 0313 Oslo, Norway |
| |
Abstract: | Four halogenated cyclopropane derivatives with a side chain containing a primary (1 and 2) or secondary (3 and 4) alcohol moiety were subject to kinetic resolution catalyzed by lipases. Two of them containing secondary alcohol groups gave excellent results with Candida antarctica lipase B with E-values around 1000. Two enantiopure alcohols and two enantiopure butanoates are described: (1S,1′S)-1-(2′,2′-dichloro-3′,3′-dimethylcyclopropyl) ethanol (3), the corresponding (1R,1′R)-butanoate (3b) and (1S,1′S)-1-(1′-methyl-2′,2′-dibromocyclopropyl) ethanol (4) and the corresponding (1R,1′R)-butanoate (4b). |
| |
Keywords: | Enantiopure dihalocyclopropyl derivatives Lipase catalysis Kinetic resolution |
本文献已被 ScienceDirect 等数据库收录! |
|