ASYMMETRIC REDUCTION OF AROMATIC KETONES - IMPORTANCE OF THE CONFORMATION OF THE AROMATIC GROUP

Authors
MANJU K TREHAN S
Citation
K. Manju et S. Trehan, ASYMMETRIC REDUCTION OF AROMATIC KETONES - IMPORTANCE OF THE CONFORMATION OF THE AROMATIC GROUP, Tetrahedron : asymmetry, 9(19), 1998, pp. 3365-3369
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
9
Issue
19
Year of publication
1998
Pages
3365 - 3369
Database
ISI
SICI code
0957-4166(1998)9:19<3365:AROAK->2.0.ZU;2-I
Abstract
Some aromatic ketones have been reduced by borane or by catecholborane using oxazaborolidine as a catalyst. It has been found that, when bor ane is used, the enantiomeric excess of alcohol produced decreases as the substitution on the ortho position of benzene ring increases. Howe ver, for ketones with 2,6-disubstituted aryl substituents the enantiom eric excess increases when catecholborane is used. (C) 1998 Elsevier S cience Ltd. All rights reserved.