101853-52-5Relevant articles and documents
Catalytic Asymmetric Synthesis of Alkyl Substituted Lactones by Enantioselective and Chemoselective Alkylation of Formylesters with Dialkylzincs Using N,N-Dibutylnorephedrine
Soai, Kenso,Yokoyama, Shuji,Hayasaka, Tomoiki,Ebihara, Katsumi
, p. 843 - 846 (1988)
Optically active 4-alkyl-γ-butyrolactones and 5-alkyl-6-valerolactones were obtained in high enantiomeric excesses (85-95percent e.e.) from the catalytic asymmetric alkylation of 3- and 4-formylesters with dialkylzincs using N,N-dibutylnorephedrine as catalyst.
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.
