manganese(IV) oxide in chloroform 16 h; Ambient temperature;

1: SOCl2, Py / diethyl ether 2: (i) B2H6, Et2O, (ii) aq. NaOH View Scheme

1: 66 percent / 2,6-lutidine / toluene / 20 °C 2: 79 percent / benzylidene-RuCl2(PCy3)(di-N,N'-Mes-imidazole) complex / 1,2-dichloro-ethane / 10 h / Heating View Scheme

1: 88 percent / pyridine / 4 h / Ambient temperature 2: 1.) O3, 2.) Ph3P polymer / 1.) CH2Cl2, -78 deg C, 7 min, 2.) CH2Cl2, 2 h 3: 88 percent / LiBF4 / acetonitrile; CH2Cl2 / 15 h / Ambient temperature View Scheme