849464-79-5Relevant articles and documents
An Asymmetric Synthesis of 2,4-Dimethylvalerolactone and Mevalonolactone using Chiral Binaphthyldiamine Derivatives
Kawakami, Yukio,Hiratake, Jun,Yamamoto, Yukio,Oda, Jun'ichi
, p. 779 - 781 (1984)
Axially dissymmetric binaphthyldiamine derivatives formed by asymmetric ring opening of the cyclic anhydrides (3) and (4) ring close on hydrolysis to give (-)-cis-2,4-dimethylvalerolactone (6) and (-)-mevalonolactone (7) in 92percent and 58percent enantiomeric excess (e.e.), respectively; similarly the derivative of the racemic cyclic anhydride (+/-)-(3) ring closes to give (-)-trans-2,4-dimethylvalerolactone with 74percent e.e.
Enzymes in Organic Synthesis, 19. The Enzyme-Catalyzed Sequential Esterification of (+/-)-anti-2,4-Dimethylglutaric Anhydride. - An Efficient Route to Enantiomerically Enriched Mono- and Diesters of anti-2,4-Dimethylglutaric Acid
Ozegowski, Ruediger,Kunath, Annamarie,Schick, Hans
, p. 215 - 218 (2007/10/02)
(+/-)-anti-2,4-Dimethylpentanedioic anhydride (rac-1) was converted in good yields and with high enantiomeric excess by an enzyme-catalyzed sequential esterification into the (2R,4R)-monoester 2 and the (2S,4S)-diester ent-3.Best results were obtained with Novozym 435, a lipase from Candida antarctica. - Key Words: Enzymes / Lipases / Pentanedioic anhydrides / Alcoholysis, enantioselective / Esterification, sequential
