QUANTUM-CHEMICAL MODELING OF CHIRAL CATALYSIS .13. ON THE ROLE OF BORANE O-ADDUCTS IN THE ENANTIOSELECTIVE REDUCTION OF KETONES CATALYZED BY CHIRAL OXAZABOROLIDINES

Authors
NEVALAINEN V
Citation
V. Nevalainen, QUANTUM-CHEMICAL MODELING OF CHIRAL CATALYSIS .13. ON THE ROLE OF BORANE O-ADDUCTS IN THE ENANTIOSELECTIVE REDUCTION OF KETONES CATALYZED BY CHIRAL OXAZABOROLIDINES, Tetrahedron : asymmetry, 4(9), 1993, pp. 2001-2010
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
4
Issue
9
Year of publication
1993
Pages
2001 - 2010
Database
ISI
SICI code
0957-4166(1993)4:9<2001:QMOCC.>2.0.ZU;2-E
Abstract
Plausible reactions of Lewis bases (ketones and ethers) with borane O- adducts of chiral oxazaborolidines used as catalysts in the enantiosel ective reduction of ketones were investigated by means of ab initio MO methods. Properties of the O-adducts were found to be different from those of the corresponding N-adducts. The O-adducts were not able to f orm complexes with ketones and ethers similar to those of the correspo nding N-adducts proposed to be essential for the performance of oxazab orolidines as chiral catalysts in the enantioselective reduction of ke tones.