DESYMMETRISATION OF PROCHIRAL KETONES BY CATALYTIC ENANTIOSELECTIVE HYDROLYSIS OF THEIR ENOL ESTERS USING ENZYMES

Authors
CARNELL AJ BARKLEY J SINGH A
Citation
Aj. Carnell et al., DESYMMETRISATION OF PROCHIRAL KETONES BY CATALYTIC ENANTIOSELECTIVE HYDROLYSIS OF THEIR ENOL ESTERS USING ENZYMES, Tetrahedron letters, 38(44), 1997, pp. 7781-7784
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
44
Year of publication
1997
Pages
7781 - 7784
Database
ISI
SICI code
0040-4039(1997)38:44<7781:DOPKBC>2.0.ZU;2-1
Abstract
Desymmetrisation of 4-cyano-4-phenylcyclohexanone 1 has been achieved by enzyme-catalysed enantioselective alcoholysis with n-butanol of the derived racemic enol acetate 2 in tetrahydrofuran. The absolute confi guration of the enol acetate (-)-(S)-2 (100% e.e.) obtained was determ ined by X-ray analysis of the camphanyl derivative 7. (C) 1997 Elsevie r Science Ltd.