Preparation of enantiomerically enriched bromohydrins by reaction of sulfoximinooxiranes with MgBr2 in the presence of tetra-butylammonium borohydride

Article abstract of DOI:10.1016/0040-4039(93)88118-3

Treatment of enantiomerically pure N-tosylsulfoximinooxiranes 6 with MgBr₂ in the presence of tetra-butylammonium borohydride gives enantiomerically enriched bromohydrins 3, together with small amounts of the simple primary alcohols. The bromohydrins are isolated in good yields with enantiomeric excess in the range 70% to 91 % (as assessed by enantioselective g.l.c.