Stereocontrolled Catalytic Asymmetric Reduction of Ketones with Oxazaborolidines Derived from New Chiral Amino Alcohols

Article abstract of DOI:10.1021/jo00069a002

The highly stereocontrolled enantioselective reduction of ketones in the presence of catalytic amounts of new chiral (S)-β-amino alcohols 1 and 2 with borane in THF at -78 deg C proceeds in high chemical and optical yields; secondary alcohols with the R-configuration are obtained in the presence of 1b, but secondary alcohols with the S-configuration are obtained in the presence of 2a