sodium tetrahydroborate in ethanol 1 h; Ambient temperature;

1: 1.) NaH / 1.) DMF, RT, 5 min, 2.) DMF, 50 deg C, 17 h 2: 28 percent / NaBH4 / ethanol / 1 h / Ambient temperature View Scheme

1: 30percent aq. H2O2, 10percent aq. NaOH / acetone / 0.5 h / Ambient temperature 2: 1.) NaH / 1.) DMF, RT, 5 min, 2.) DMF, 50 deg C, 17 h 3: 28 percent / NaBH4 / ethanol / 1 h / Ambient temperature View Scheme

1: acetic anhydride / 0.25 h / Ambient temperature 2: 30percent aq. H2O2, 10percent aq. NaOH / acetone / 0.5 h / Ambient temperature 3: 1.) NaH / 1.) DMF, RT, 5 min, 2.) DMF, 50 deg C, 17 h 4: 28 percent / NaBH4 / ethanol / 1 h / Ambient temperature View Scheme

in dichloromethane 1 h; Heating;