1: 74 percent / di-isobutylaluminium hydride / CH2Cl2 / 2 h / 0 °C 2: N-methylmorpholine N-oxide monohydrate / osmium tetraoxide / acetone; H2O / Ambient temperature View Scheme

With  diisobutylaluminum hydride in  dichloromethane T=0°C; 2 h;