1: 1.) O3, 2.) NaBH4 / 1.) MeOH, CH2Cl2, -78 deg C, 2.) MeOH, CH2Cl2, from 0 deg C to RT, 2 h 2: 67 percent / SOCl2 / benzene / 2 h / Ambient temperature View Scheme

sodium tetrahydroborate; ozone 1.) MeOH, CH2Cl2, -78 deg C, 2.) MeOH, CH2Cl2, from 0 deg C to RT, 2 h; Yield given. Multistep reaction;

potassium permanganate durch Oxidation;