1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C 1.2: 1 h / -78 °C 1.3: -78 - 20 °C 2.1: phosphorus pentachloride / dichloromethane / 3.5 h / 0 °C 3.1: hydrogen; palladium on activated charcoal / ethyl acetate / 15 h / 20 °C 4.1: tert.-butyl lithium / tetrahydrofuran; pentane / 1.83 h / -78 °C 4.2: 19 h / -78 °C 5.1: hydrogen; palladium on activated charcoal / methanol / 67 h / 2947.82 Torr 6.1: triethylamine / dichloromethane / 2 h / -10 - 0 °C 7.1: lithium bromide / tetrahydrofuran / 23 h / |Reflux 8.1: sodium azide / N,N-dimethyl-formamide / 48 h / 90 °C View Scheme