ASYMMETRIC SYNTHESIS OF OPTICALLY ACTIVE HALOHYDRINS AND OXIRANES BY ENANTIOSELECTIVE REDUCTION OF PROCHIRAL α-HALOKETONES WITH CHIRALLY MODIFIED LITHIUM BOROHYDRIDE

Article abstract of DOI:10.1016/0022-328X(85)87441-6

Prochiral α-haloketones are reduced enantioselectively with the asymmetric reducing system lithium borohydride N,N'-dibenzoylcystine /t-butyl alcohol to give the corresponding halohydrins with up to 86percent enantiomeric excess, some of which are converted to optically active oxiranes.