ENANTIOSELECTIVE SYNTHESIS AND USE IN CATALYTIC ASYMMETRIC ADDITION OF DIETHYLZINC TO BENZALDEHYDE OF NEW CHIRAL CYCLIC HYDROXYAMINO FERROCENE AND CHROMIUM COMPLEXES - INFLUENCE OF THE COMPLEXATION ON THE ENANTIOSELECTIVITY

Authors
MALFAIT S PELINSKI L BROCARD J
Citation
S. Malfait et al., ENANTIOSELECTIVE SYNTHESIS AND USE IN CATALYTIC ASYMMETRIC ADDITION OF DIETHYLZINC TO BENZALDEHYDE OF NEW CHIRAL CYCLIC HYDROXYAMINO FERROCENE AND CHROMIUM COMPLEXES - INFLUENCE OF THE COMPLEXATION ON THE ENANTIOSELECTIVITY, Tetrahedron : asymmetry, 9(15), 1998, pp. 2595-2610
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
9
Issue
15
Year of publication
1998
Pages
2595 - 2610
Database
ISI
SICI code
0957-4166(1998)9:15<2595:ESAUIC>2.0.ZU;2-6
Abstract
The optically active (arene)chromium complexes (+)-(S,1S)-7-13, (+)-(S ,1S)-20 and ferrocenyl amino alcohol (+)-(S,1S)-14-17 were synthesized from enantiomerically pure tricarbonyl(1-indanone)chromium (ee>98), t ricarbonyl(1-tetralone)chromium (ee>99) and 1,2-(alpha-oxotetramethyle ne)ferrocene (ee>98). These compounds were used as chiral catalysts in the asymmetric addition of diethylzinc to benzaldehyde: 1-phenylpropa nol has been obtained in up to 70% enantiomeric excess. The influence of the metallic group on the enantioselectivities has been studied. (C ) 1998 Elsevier Science Ltd. All rights reserved.