Enantioselective reduction of prochiral ketones catalyzed by new (R)-4-(phenylmercapto)methyl-5,5-diphenyl-1,3,2-oxazaborolidine and bis[(R,R)-5,5-diphenyl-1,3,2-oxazaborolidine methyl]disulfide from L-cystine

Article abstract of DOI:10.1016/S0957-4166(97)00212-7

Two new optically active β-amino alcohols 1 and 2 were prepared from L-cystine. The in situ formed chiral oxazaborolidines have been used in the enantioselective catalytic homogeneous borane reduction of prochiral ketones and diketones. The chiral secondary alcohols are obtained with moderate to good enantiomeric excess.