hydrogen; palladium on activated charcoal in methanol P=2585.7 Torr; 24 h;

palladium 10 on activated carbon; hydrogen in methanol T=60°C; P=2585.81 Torr; 4 h; optical yield given as percent ee;

1: 94 percent / NaN3 / dimethylformamide / 1 h / 60 °C 2: 55 percent / H2 / 10percent Pd/C / methanol / 8 h / 2585.7 Torr / Ambient temperature View Scheme

1: 94 percent / pyridine, N,N-dimethylaminopyridine 2: 87 percent / sodium azide / 1 h / Heating 3: 67 percent / H2 / 5percent Pd/C / methanol / 2585.7 Torr View Scheme

1: 93 percent / NaN3, 18-crown-6 / acetonitrile / 12 h / Heating 2: 77 percent / H2 / Pd/C / methanol / 3 h / 30 °C / 2250.2 Torr View Scheme

1.1: 1H-imidazole / 24.5 h / 5 - 20 °C 2.1: 1,4-diaza-bicyclo[2.2.2]octane; n-butyllithium / tetrahydrofuran / 1 h / -78 °C 2.2: 2 h 3.1: n-butyllithium; hexa-methyldisilazane / tetrahydrofuran; hexane / 0.5 h / -78 °C 3.2: 2 h / -78 °C 4.1: magnesium / diethyl ether 4.2: 0.25 h / -20 °C 4.3: 2 h / 20 °C 5.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.17 h / 20 °C / |Inert atmosphere 6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C 7.1: di-isopropyl azodicarboxylate; triphenylphosphine / 1,4-dioxane / 2 h / 100 °C 8.1: zinc dibromide / dichloromethane / 12 h View Scheme

diborane in tetrahydrofuran; hexane 2 h; Heating;