ENANTIOSELECTIVE HYDROGENATION OF ACYCLIC AROMATIC KETONES CATALYZED BY BINAP-IR(I)-AMINOPHOSPHINE SYSTEMS

Authors
ZHANG XY KUMOBAYASHI H TAKAYA H
Citation
Xy. Zhang et al., ENANTIOSELECTIVE HYDROGENATION OF ACYCLIC AROMATIC KETONES CATALYZED BY BINAP-IR(I)-AMINOPHOSPHINE SYSTEMS, Tetrahedron : asymmetry, 5(7), 1994, pp. 1179-1182
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
5
Issue
7
Year of publication
1994
Pages
1179 - 1182
Database
ISI
SICI code
0957-4166(1994)5:7<1179:EHOAAK>2.0.ZU;2-X
Abstract
Enantioselective hydrogenation of acyclic aromatic ketones PhCOR (R = alkyl or cycloalkyl group) has been accomplished by using the catalyti c systems derived from [Ir((S)binap)(cod)]BF4 or [Ir((S)-H-8-binap)(co d)]BF4 [H-8-BINAP = no)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl] and bis(o-dimethylaminophenyl)phenylphosphine. The enantiomeric exces ses as well as the absolute configurations of the corresponding alcoho ls depend markedly on the steric size of the alkyl or cycloalkyl group s, and the highest ee's are obtained when the alkyl groups R are i-Pr (84%, R) and c-C6H11 (80%, R), respectively.