hydrogen; triethylamine; palladium on activated charcoal in tetrahydrofuran 4 h;

1: lead (IV)-acetate; acetic acid 2: ueber mehrere Stufen View Scheme

1: Br2 3: H2 / Pd-C 4: 25 percent / K3Fe(CN)6 / methanol; triethylamine / 10 h / Heating View Scheme

1: 80 percent / lead tetra acetate, acetic anhydride / 1 h 2: toluene-p-sulphonic acid / CH2Cl2 / 1.5 h / Ambient temperature 3: H2 / 10percent palladized charcoal / tetrahydrofuran / 760 Torr / Ambient temperature 4: 40 percent / trifluoroacetic acid / 2-3 deg C 70 min, CH2Cl2-CH3OH 18 deg C 2 min 5: 95 percent / H2 / 10percent palladized charcoal / acetic acid / 4 h / Ambient temperature 6: sodium amalgam, aq. acetic acid / 18 h / 37 °C / enzymes from Euglena gracilis 7: 1.) 2M aq. potassium hydroxide; 2.) sodium amalgam / 1.) tetrahydrofuran 20 deg C; 2.) 3-4 min View Scheme

1: 89 percent / HOAc; ceric ammonium nitrate / tetrahydrofuran; H2O / 20 °C 2: H2 / Pd/C / tetrahydrofuran / 20 °C 3: 85 percent / I2; KI / 1,2-dichloro-ethane; H2O / 1 h / Heating View Scheme

1: With hydrogen; palladium 10 on activated carbon in acetone T=20°C; 12 h; 2: With trifluoroacetic acid T=20°C; 0.166667 h; 3: With sodium hydrogencarbonate in dichloromethane; water