RECEPTORS FUNCTIONALIZED WITH CHIRAL AZA-CROWN ETHER RINGS - ATTEMPTED ENANTIOSELECTIVE CATALYSIS OF A MICHAEL ADDITION-REACTION

Citation
Rjw. Schuurman et al., RECEPTORS FUNCTIONALIZED WITH CHIRAL AZA-CROWN ETHER RINGS - ATTEMPTED ENANTIOSELECTIVE CATALYSIS OF A MICHAEL ADDITION-REACTION, Recueil des travaux chimiques des Pays-Bas, 115(7-8), 1996, pp. 357
Citations number
17
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry
ISSN journal
0165-0513
Volume
115
Issue
7-8
Year of publication
1996
Database
ISI
SICI code
0165-0513(1996)115:7-8<357:RFWCAE>2.0.ZU;2-V
Abstract
A series of receptors functionalized with chiral aza-crown ether rings was synthesized. These compounds were studied as enantiopure catalyst s for the addition of benzenethiols to cyclohex-2-en-1-one. Binding of 4-hydroxybenzenethiol in these molecules allows for the orientation o f the thiol with respect to an asymmetric catalytic site. This orienta tion was, however, found to be counterproductive for enantioselective catalysis.