99393-13-2Relevant articles and documents
Enzyme-Catalyzed Enantioconvergent Lactonization of γ-Hydroxy Diesters in Organic Solvents
Gutman, Arie L.,Bravdo, Tamar
, p. 4263 - 4265 (1989)
A strategy has been developed for the enantioconvergent lactonization of symmetrical hydroxy diesters which exploits the prochiral stereospecificity of lipases in organic solvents.Using this approach, prochiral γ-hydroxypimelate diesters (2) were converte
Lipase-Catalyzed Preparation of Optically Active γ-Butyrolactones in Organic Solvents
Gutman, Arie L.,Zuobi, Kheir,Bravdo, Tamar
, p. 3546 - 3552 (2007/10/02)
Lipases in anhydrous organic solvents catalyze the lactonization of esters of γ-hydroxy carboxylic acids with a high degree of stereospecifity.Under these conditions the lipases exhibit both enantioselectivity and prochiral selectivity.We exploited the enzymes' enantioselectivity for synthesis of chiral lactones from racemic γ-hydroxy esters and their prochiral stereospecifity, i.e. the ability to discriminate between enantiotopic groups of a prochiral molecule, for the enantioconvergent lactonization of symmetrical γ-hydroxy diesters.This approach was used to develop a convenient, high yielding, and stereoselective route to several optically active γ-substituted γ-butyrolactones.
