PMHS; palladium dihydroxide in ethanol T=20°C; 4 h;

1: tetrahydrofuran / 20 h / 20 °C 2: 92 percent / H2; acetic acid / Pd(OH)2/C / CH2Cl2; methanol / 47 h / 20 °C / 760 Torr View Scheme

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h 1.2: 0 °C 2.1: trifluoroacetic anhydride / tetrahydrofuran / 1 h / -78 °C 2.2: 60.33 h / -78 °C / Reflux 2.3: 2 h / 20 °C 3.1: 10 palladium on activated charcoal; hydrogen / ethanol / -78 °C / 760.05 Torr 3.2: 60.33 h / -78 °C / Reflux 3.3: 2 h / 20 °C 4.1: sodium hydrogencarbonate / ethanol 5.1: sodium azide / N,N-dimethyl-formamide / 12 h / 90 °C 6.1: 10 palladium on activated charcoal; hydrogen / ethanol / 760.05 Torr View Scheme

1: 51 percent / NH3(g) / methanol / 0 °C 2: 41 percent / LiAlH4 / tetrahydrofuran / 8 h / Heating 3: 28 percent / HCOOH / 10percent Pd-C / methanol / 0.33 h View Scheme

lithium aluminium tetrahydride in tetrahydrofuran T=0 - 20°C; 5 h; Inert atmosphere;

1: tetrahydrofuran / 20 h / 20 °C 2: 92 percent / H2; acetic acid / Pd(OH)2/C / CH2Cl2; methanol / 47 h / 20 °C / 760 Torr View Scheme

1: 83 percent / tetrahydrofuran / 8 h / 23 °C 2: 87 percent / H2 / 20percent Pd/C / methanol; acetic acid / 36 h / 23 °C / 760 Torr View Scheme

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h 1.2: 0 °C 2.1: trifluoroacetic anhydride / tetrahydrofuran / 1 h / -78 °C 2.2: 60.33 h / -78 °C / Reflux 2.3: 2 h / 20 °C 3.1: 10 palladium on activated charcoal; hydrogen / ethanol / -78 °C / 760.05 Torr 3.2: 60.33 h / -78 °C / Reflux 3.3: 2 h / 20 °C 4.1: sodium hydrogencarbonate / ethanol View Scheme

1: 83 percent / tetrahydrofuran / 8 h / 23 °C 2: 87 percent / H2 / 20percent Pd/C / methanol; acetic acid / 36 h / 23 °C / 760 Torr View Scheme

in tetrahydrofuran T=20°C; 12 h;