Convenient double-enzymatic synthesis of both enantiomers of 6-methyl-ε-caprolactone

Both enantiomers of 6-methyl-e-caprolactone (6-MeCL) are obtained in high enantiomeric excess by the combination of an enzymatic ring opening of racemic 6-methyl-e-caprolactone and subsequent enzymatic ring closure. Immobilized Candida antarctica lipase B (Novozym 435) was selected as the biocatalys...

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Bibliographic Details
Main Authors: As, BAC Bart van, Chan, D, Kivit, PJJ, Palmans, ARA Anja, Meijer, EW Bert
Format: Article in Journal/Newspaper
Language:English
Published: 2007
Subjects:
Antarc*
Antarctica
Online Access:http://repository.tue.nl/640887
Description
Summary:Both enantiomers of 6-methyl-e-caprolactone (6-MeCL) are obtained in high enantiomeric excess by the combination of an enzymatic ring opening of racemic 6-methyl-e-caprolactone and subsequent enzymatic ring closure. Immobilized Candida antarctica lipase B (Novozym 435) was selected as the biocatalyst for both the ring-opening and the ring-closing reaction. This route provides ready access to enantiopure (S)-6-MeCL (ee = 99.6%) and (R)-6-MeCL (ee = 98.8%).

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