Enzyme-Catalyzed Hydrolyses of E/Z-Diastereotopic and E/Z-Diastereomeric Esters. Affect on Selectivity by Reaction Media

Article abstract of DOI:10.1021/jo00070a015

PLE-catalyzed hydrolyses of different types of E/Z-diastereotopic diesters and E/Z-diastereomeric monoesters have been studied.Arylidenepropanedioic diesters are specifically hydrolyzed to the Z-half esters, whereas the de values for dialkylated methylene propanedioic diesters range between 33 and 79percent (Z).D values for the hydrolyses of the 3-methyleneazetidin-2-ones in detergent-buffer systems depend on the size of the substituent in the α-position.Diastereoselectivity of these substrates is affected by addition of the cosolvents acetonitrile and methanol.