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Enantiopure derivatives of 1,2‐alkanediols: Substrate requirements of lipase B from Candida antarctica
Author(s) -
Jacobsen Elisabeth Egholm,
Hoff Bård Helge,
Anthonsen Thorleif
Publication year - 2000
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/1520-636x(2000)12:9<654::aid-chir2>3.0.co;2-3
Subject(s) - candida antarctica , enantiopure drug , chemistry , substrate (aquarium) , lipase , kinetic resolution , hydrolysis , butanol , organic chemistry , catalysis , stereochemistry , enzyme , enantioselective synthesis , ethanol , oceanography , geology
Efficient methods for kinetic resolution of 1‐phenoxy‐2‐butanol, 1‐phenylmethoxy‐2‐butanol, and 1‐phenoxy‐2‐pentanol were developed using lipase B from Candida antarctica as catalyst. Resolutions were performed in order to investigate the substrate requirements needed to obtain a high E ‐value. The effect of the substrate structure on E is different for transesterifications in organic media as compared to hydrolysis. The influence of different acyl donors on the E ‐value was also investigated. Chirality 12:654–659, 2000. © 2000 Wiley‐Liss, Inc.