lithium aluminium tetrahydride

sodium in methanol

1: 82 percent / sodium methoxide / 10 h / Ambient temperature 2: 77 percent / perchloric acid / ethyl acetate; H2O / 2 h / Ambient temperature 3: 70 percent / sodium methoxide / methanol / 7.5 h / Ambient temperature 4: 40 percent / sodium methoxide / benzene / 3 h / Heating 5: pyridine / 9 h / Ambient temperature 6: trimethylammonium acetate / tetrakis(triphenylphosphine)palladium(0) / tetrahydrofuran / 3.5 h / Heating View Scheme

1: 40 percent / sodium methoxide / benzene / 3 h / Heating 2: pyridine / 9 h / Ambient temperature 3: trimethylammonium acetate / tetrakis(triphenylphosphine)palladium(0) / tetrahydrofuran / 3.5 h / Heating View Scheme

1: 77 percent / perchloric acid / ethyl acetate; H2O / 2 h / Ambient temperature 2: 70 percent / sodium methoxide / methanol / 7.5 h / Ambient temperature 3: 40 percent / sodium methoxide / benzene / 3 h / Heating 4: pyridine / 9 h / Ambient temperature 5: trimethylammonium acetate / tetrakis(triphenylphosphine)palladium(0) / tetrahydrofuran / 3.5 h / Heating View Scheme

1: 70 percent / sodium methoxide / methanol / 7.5 h / Ambient temperature 2: 40 percent / sodium methoxide / benzene / 3 h / Heating 3: pyridine / 9 h / Ambient temperature 4: trimethylammonium acetate / tetrakis(triphenylphosphine)palladium(0) / tetrahydrofuran / 3.5 h / Heating View Scheme

trimethylammonium acetate; tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran 3.5 h; Heating;

lithium carbonate; MMPP T=0°C; 3 h; optical yield given as percent ee;

1: platinum; acetic acid / Hydrogenation 2: 435 °C / Pyrolysis View Scheme

1: 97.2 percent / 18-crown-6 / CH2Cl2 / 96 h / 25 °C 2: hydrogen chloride / 2 h / Heating View Scheme