Resolution of 3-alpha-naphthoxy-1,2-propanediol using Candida antarctica lipase

Authors
Salazar, L Bermudez, JL Ramirez, C Llama, EF Sinisterra, JV
Citation
L. Salazar et al., Resolution of 3-alpha-naphthoxy-1,2-propanediol using Candida antarctica lipase, TETRAHEDR-A, 10(18), 1999, pp. 3507-3514
Citations number
20
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
10
Issue
18
Year of publication
1999
Pages
3507 - 3514
Database
ISI
SICI code
0957-4166(19990910)10:18<3507:RO3UCA>2.0.ZU;2-5
Abstract
The stereochemistry of the Candida antarctica lipase B (CALB) catalyzed res olution of diacetate 1 or diol 4 was analyzed. The primary and secondary ac etate hydrolyses were studied separately using monoacetates 2 and 3. The en antioselectivity of CALB was found to be lower towards primary rather than secondary acetates/alcohols. The steric course of the process is discussed. (C) 1999 Elsevier Science Ltd. All rights reserved.