KINETIC RESOLUTION OF CHIRAL AUXILIARIES WITH C-2-SYMMETRY BY LIPASE-CATALYZED ALCOHOLYSIS AND AMINOLYSIS

Authors
MATTSON A ORRENIUS C OHRNER N UNELIUS CR HULT K NORIN T
Citation
A. Mattson et al., KINETIC RESOLUTION OF CHIRAL AUXILIARIES WITH C-2-SYMMETRY BY LIPASE-CATALYZED ALCOHOLYSIS AND AMINOLYSIS, Acta chemica Scandinavica, 50(10), 1996, pp. 918-921
Citations number
14
Categorie Soggetti
Chemistry,Biology
Journal title
Acta chemica Scandinavica → ACNP
ISSN journal
0904213X
Volume
50
Issue
10
Year of publication
1996
Pages
918 - 921
Database
ISI
SICI code
0904-213X(1996)50:10<918:KROCAW>2.0.ZU;2-C
Abstract
Three cyclic diols, 1,2-cyclohexanediol (1), 1,3-cyclohexanediol (2), and 1,3-cyclopentanediol (3), two acyclic unsaturated diols, 1,5-hexad iene-3,4-diol (4) and 1,7-octadiyne-3,6-diol (5), and a cyclic diamine , 1,2-cyclohexanediamine (6), have been kinetically resolved in alcoho lysis and aminolysis reactions, catalyzed by Candida antarctica compon ent B lipase, using S-ethyl thiooctanoate or ethyl octanoate as acyl d onors. Acceptable stereoselectivity was achieved in most cases.