A new chiral catalytic source with an N-P=O structural framework containing a proximal hydroxyl group for the borane-mediated asymmetric reduction of prochiral ketones

Abstract

(5S)-2-[(1R,2R,3S,5R)-2-Hydroxy-2,6,6-trimethylbicyclo[3.1.1] heptan-3-yloxy]-1,3-diaza-2-phospha-2-oxo-3-phenylbicyclo[3.3.0]octane has been successfully employed as a novel chiral catalytic source (4mol%) for borane-mediated asymmetric reduction of prochiral ketones thus providing the resulting secondary alcohols with up to 96% enantiomeric excess. © 2003 Elsevier Ltd. All rights reserved.