CONVENIENT PROCEDURES FOR THE ASYMMETRIC REDUCTIONS UTILIZING ALPHA-ALPHA-DIPHENYLPYRROLIDINEMETHANOL AND BORANE COMPLEXES GENERATED USING THE I-2 NABH4 SYSTEM/

Citation
M. Periasamy et al., CONVENIENT PROCEDURES FOR THE ASYMMETRIC REDUCTIONS UTILIZING ALPHA-ALPHA-DIPHENYLPYRROLIDINEMETHANOL AND BORANE COMPLEXES GENERATED USING THE I-2 NABH4 SYSTEM/, Tetrahedron, 50(21), 1994, pp. 6411-6416
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
50
Issue
21
Year of publication
1994
Pages
6411 - 6416
Database
ISI
SICI code
0040-4020(1994)50:21<6411:CPFTAR>2.0.ZU;2-#
Abstract
Syntheses of oxazaborolidine in situ in benzene using alpha,alpha-diph enylpyrrolidinemethanol and diborane, generated from the iodine-sodium borohydride system are described. The oxazaborolidine (10 mole%), gen erated by the reaction of alpha,alpha-diphenylpyrrolidinemethanol and diborane in benzene Followed by heating with N,N-diethylaniline, in co mbination with boranetetrahydrofuran complex reduces acetophenone to 1 -phenylethanol in 94.7% ee,