Chiral enol acetates derived from prochiral oxabicyclic ketones using enzymes

Authors
Carnell, AJ Swain, SA Bickley, JF
Citation
Aj. Carnell et al., Chiral enol acetates derived from prochiral oxabicyclic ketones using enzymes, TETRAHEDR L, 40(49), 1999, pp. 8633-8636
Citations number
12
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
49
Year of publication
1999
Pages
8633 - 8636
Database
ISI
SICI code
0040-4039(199912)40:49<8633:CEADFP>2.0.ZU;2-D
Abstract
Racemic enol acetates 2-4 and 9 derived from prochiral 8-oxabicyclo[3.2.1]o ct-6-en-3-ones have been resolved with good enantioselectivity (E=45, 47, 4 8 and 7.8, respectively) using silica-adsorbed Humicola sp. lipase and the absolute configuration of enol acetate 2 was determined by X-ray crystallog raphic analysis of the camphanyl derivative 13. (C) 1999 Elsevier Science L td. All rights reserved.