(2 S,5 S)-1,3-Diaza-2-phospha-2-oxo-2-chloro-3-phenylbicyclo[3.3.0]octane: a novel chiral source for borane-mediated catalytic chiral reductions

(2 S,5 S)-1,3-Diaza-2-phospha-2-oxo-2-chloro-3-phenylbicyclo[3.3.0]octane: a novel chiral source for borane-mediated catalytic chiral reductions

(2 S,5 S)-1,3-Diaza-2-phospha-2-oxo-2-chloro-3-phenylbicyclo[3.3.0]octane has been successfully employed as a chiral catalytic source for the borane mediated asymmetric reductions of prochiral α-halo ketones to provide the desired ( S)-secondary alcohols in 81–91% enantiomeric purities, thus for the...

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Bibliographic Details
Published in:Tetrahedron: asymmetry Vol. 13; no. 11; pp. 1125 - 1128
Main Authors: Basavaiah, Deevi, Jayapal Reddy, Gone, Chandrashekar, Vanampally
Format: Journal Article
Language:English
Published: Elsevier Ltd 21-06-2002
Online Access:Get full text
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Summary:(2 S,5 S)-1,3-Diaza-2-phospha-2-oxo-2-chloro-3-phenylbicyclo[3.3.0]octane has been successfully employed as a chiral catalytic source for the borane mediated asymmetric reductions of prochiral α-halo ketones to provide the desired ( S)-secondary alcohols in 81–91% enantiomeric purities, thus for the first time demonstrating the potential of the N-P(O)Cl structural framework to generate a recoverable, reusable and air stable catalyst for the asymmetric reduction processes. Graphic
ISSN:0957-4166
1362-511X
DOI:10.1016/S0957-4166(02)00263-X