ENZYME-CATALYZED HYDROLYZES OF E Z-DIASTEREOTOPIC AND E/Z-DIASTEREOMERIC ESTERS - AFFECT ON SELECTIVITY BY REACTION MEDIA/

Citation
T. Schirmeister et Hh. Otto, ENZYME-CATALYZED HYDROLYZES OF E Z-DIASTEREOTOPIC AND E/Z-DIASTEREOMERIC ESTERS - AFFECT ON SELECTIVITY BY REACTION MEDIA/, Journal of organic chemistry, 58(18), 1993, pp. 4819-4822
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
00223263
Volume
58
Issue
18
Year of publication
1993
Pages
4819 - 4822
Database
ISI
SICI code
0022-3263(1993)58:18<4819:EHOEZA>2.0.ZU;2-Y
Abstract
PLE-catalyzed hydrolyses of different types of E/Z-diastereotopic dies ters and E/Z-diastereomeric monoesters have been studied. Arylidenepro panedioic diesters are specifically hydrolyzed to the Z-half esters, w hereas the de values for dialkylated methylene propanedioic diesters r ange between 33 and 79% (Z). D values for the hydrolyses of the 3-meth yleneazetidin-2-ones in detergent-buffer systems depend on the size of the substituent in the alpha-position. Diastereoselectivity of these substrates is affected by addition of the cosolvents acetonitrile and methanol.