1: With ozone in methanol; chloroform T=-78°C; 0.55 h; 2: With dimethylsulfide in methanol; chloroform T=-78 - 20°C;

manganese(IV) oxide in tetrahydrofuran T=40°C; 1 h;

1.1: pyridine; thionyl chloride / 16 h / 15 - 75 °C 1.2: 16 h / |Reflux 2.1: trichlorophosphate; N,N-diethylaniline / 105 °C 3.1: triethylamine / dichloromethane; tetrahydrofuran / 3 h / -78 °C 4.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 5 °C 5.1: manganese(IV) oxide / tetrahydrofuran / 1 h / 40 °C View Scheme

1: trichlorophosphate; N,N-diethylaniline / 105 °C 2: triethylamine / dichloromethane; tetrahydrofuran / 3 h / -78 °C 3: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 5 °C 4: manganese(IV) oxide / tetrahydrofuran / 1 h / 40 °C View Scheme

1: triethylamine / dichloromethane; tetrahydrofuran / 3 h / -78 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 5 °C 3: manganese(IV) oxide / tetrahydrofuran / 1 h / 40 °C View Scheme

1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 5 °C 2: manganese(IV) oxide / tetrahydrofuran / 1 h / 40 °C View Scheme