1: bis(triphenylphosphine)palladium(II) chloride / tetrahydrofuran / 1.5 h / 50 °C 2: 1.3 g / LiOH*H2O / tetrahydrofuran; H2O / 5 h / 65 °C 3: H2; triethylamine / (2,2',6,6'-CH3O-4,4'-Ph2P-3,3'-bipyridine)(p-cymene)RuCl2 / ethanol; CH2Cl2 / 22 h / 50 °C / 4654.46 Torr View Scheme

1.1: 94 percent / L-selectride / tetrahydrofuran / 1.5 h / -60 °C 2.1: 96 percent / diisobutylaluminium hydride / toluene / 1 h / -40 °C 3.1: potassium tert-butoxide / tetrahydrofuran / cooling 3.2: tetrahydrofuran; toluene / -20 - 20 °C 4.1: 5.6 kg / aq. HCl / tetrahydrofuran; toluene; dimethylformamide / 2 h / 45 °C 5.1: 74 percent / sulfamic acid; sodium chlorite / CH2Cl2; H2O / 0.5 h View Scheme

1.1: 96 percent / diisobutylaluminium hydride / toluene / 1 h / -40 °C 2.1: potassium tert-butoxide / tetrahydrofuran / cooling 2.2: tetrahydrofuran; toluene / -20 - 20 °C 3.1: 5.6 kg / aq. HCl / tetrahydrofuran; toluene; dimethylformamide / 2 h / 45 °C 4.1: 74 percent / sulfamic acid; sodium chlorite / CH2Cl2; H2O / 0.5 h View Scheme

1.1: potassium tert-butoxide / tetrahydrofuran / cooling 1.2: tetrahydrofuran; toluene / -20 - 20 °C 2.1: 5.6 kg / aq. HCl / tetrahydrofuran; toluene; dimethylformamide / 2 h / 45 °C 3.1: 74 percent / sulfamic acid; sodium chlorite / CH2Cl2; H2O / 0.5 h View Scheme

1: 95 percent / triflic acid / various solvent(s) / 16 h / 20 °C 2: 94 percent / hydrogen peroxide; acetic acid / 50 °C View Scheme