Stereoselective Hydrolysis of Substituted Cyclopropanedicarboxylates with Pig Liver Esterase

Abstract

Abstract The hydrolysis of the meso ‐cyclopropane‐1,2‐dicarboxylates 1a ‐ 3a , 4 , 5a , 6a , and 9 , containing various substituents at C(3), and of the rac ‐3‐phenylcyclopropane‐1,2‐dicarboxylates 7a , 8a , and 10 with pig liver esterase (PLE) is described. The stereoselectivtty and absolute configurations of the products were determined. An interpretation of results was attempted on the basis of a recent active‐site model for PLE.