Preparation of highly enantiopure beta-amino esters by Candida antarctica lipase A

Authors
Gedey, S Liljeblad, A Lazar, L Fulop, F Kanerva, LT
Citation
S. Gedey et al., Preparation of highly enantiopure beta-amino esters by Candida antarctica lipase A, TETRAHEDR-A, 12(1), 2001, pp. 105-110
Citations number
23
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
12
Issue
1
Year of publication
2001
Pages
105 - 110
Database
ISI
SICI code
0957-4166(20010205)12:1<105:POHEBE>2.0.ZU;2-O
Abstract
The enantioselectivities for the reactions of aliphatic beta -substituted b eta -amino esters [RCH(NH2)CH2CO2Et with R = Me, Et, n-Pr, i-Pr, CHEt2, cyc lohexyl and Ph] with butyl butanoate in neat butyl butanoate and with 2,2,2 -trifluoroethyl butanoate in diisopropyl ether were studied in the presence of Candida antarctica lipase A. Enantioselectivities ranging from good (E= 70-100) to excellent (E>100) were commonly observed, allowing gram-scale re solution of the substrates. (C) 2001 Elsevier Science Ltd. All rights reser ved.