Department of Chemistry, Norwegian University of Science and Technology, 7491 Trondheim, Norway.
J Biotechnol. 2013 Nov;168(3):284-8. doi: 10.1016/j.jbiotec.2013.08.030. Epub 2013 Sep 13.
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).
四种带有伯（1 和 2）或仲（3 和 4）醇侧链的卤化环丙烷衍生物经脂肪酶催化进行动力学拆分。其中两个含有仲醇基团的化合物与南极假丝酵母脂肪酶 B 反应得到了极好的结果，E 值约为 1000。描述了两种对映体纯醇和两种对映体纯丁酸酯：（1S,1'S）-1-（2',2'-二氯-3',3'-二甲基环丙基）乙醇（3），相应的（1R,1'R）-丁酸酯（3b）和（1S,1'S）-1-（1'-甲基-2',2'-二溴环丙基）乙醇（4）和相应的（1R,1'R）-丁酸酯（4b）。
