Influence of substituents on enantiomeric ratio in transesterification of racemic C-3 synthons using lipase B from Candida antarctica

Authors
Hoff, BH Ljones, L Ronstad, A Anthonsen, T
Citation
Bh. Hoff et al., Influence of substituents on enantiomeric ratio in transesterification of racemic C-3 synthons using lipase B from Candida antarctica, J MOL CAT B, 8(1-3), 2000, pp. 51-60
Citations number
28
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC
ISSN journal
13811177 → ACNP
Volume
8
Issue
1-3
Year of publication
2000
Pages
51 - 60
Database
ISI
SICI code
1381-1177(20000112)8:1-3<51:IOSOER>2.0.ZU;2-U
Abstract
The fluorides, chlorides and bromides of 3-halo-1-phenoxy-2-propanol, 3-hal o-1-phenylmethoxy-2-propanol and 3-halo-1-(2-phenylethoxy)-2-propanol have been resolved by transesterification with various butanoates as acyl donors in hexane and lipase B from Candida antarctica (Novozyme 435) as catalyst. The enantiomeric ratio E depended on the hydroxy protecting groups in 1-po sition and the halogens in 3-position. For some substrates, the enantiomeri c ratio was dependent on the acylating agent. (C) 2000 Elsevier Science B.V . All rights reserved.