hydrogen; palladium dihydroxide T=45°C; P=33753.4 Torr; 5 h;

1.1: thionyl chloride / dichloromethane / 1.5 h / 0 °C / |Reflux 2.1: sodium azide / acetone; water / 1 h / 0 °C 3.1: toluene / 90 °C 3.2: 90 °C 4.1: sodium tetrahydroborate / ethanol / 0.5 h / 0 - 20 °C View Scheme

1: ozone / methanol; dichloromethane / -78 °C / |Inert atmosphere 2: L-Selectridereg; / tetrahydrofuran / 2.5 h / -72 - 20 °C View Scheme

hydrogenchloride in ethyl acetate T=20°C; 2 h;