The catalytic reduction of acetophenone, methyl α acetamidocinnamate, and dimethyl itaconate with alcohol modified sodium borohydride was studied in the presence of complexes CoCl 2 •L 2 (L 2 are chiral C 2 symmetric diamines: (4S,5S) 2,2 dimethyl 4,5 bis(amino methyl) 1,3 dioxolane, (4S,5S) 2,2 dimethyl 4,5 bis(methylaminomethyl) 1,3 dioxolane, (4S,5S) 2,2 dimethyl 4,5 bis(dimethylaminomethyl) 1,3 dioxolane, and (4S,5S) 2,2 di methyl 4,5 bis(diphenylaminomethyl) 1,3 dioxolane). The maximum enantiomeric excess of (S) 1 phenylethanol was 24%, that of dimethyl α methylsuccinate was 38%.