platinum(IV) oxide; hydrogen; acetic acid in ethanol; water P=2068.6 Torr; 20 h;

1: 87 percent / triethylamine / CH2Cl2 / 5 h / Ambient temperature 2: 99 percent / glacial acetic acid, platinum oxide hydrate, hydrogen / ethanol; H2O / 20 h / 2068.6 Torr View Scheme

1: 80 percent / lithium aluminum hydride / diethyl ether; tetrahydrofuran / 2 h 2: 87 percent / triethylamine / CH2Cl2 / 5 h / Ambient temperature 3: 99 percent / glacial acetic acid, platinum oxide hydrate, hydrogen / ethanol; H2O / 20 h / 2068.6 Torr View Scheme

1: 87 percent / triethylamine / CH2Cl2 / 5 h / Ambient temperature 2: 99 percent / glacial acetic acid, platinum oxide hydrate, hydrogen / ethanol; H2O / 20 h / 2068.6 Torr View Scheme

1: 5percent potassium carbonate / dioxane / 24 h 2: tetrabutylammonium fluoride / tetrahydrofuran / 20 h 3: 90 percent / 4-dimethylaminopyridine, triethylamine / CH2Cl2 4: 99 percent / sodium iodide / acetone / 2 h / Heating 5: 95 percent / 97percent potassium tert-butoxide / tetrahydrofuran View Scheme

1: 5percent potassium carbonate / dioxane / 24 h 2: tetrabutylammonium fluoride / tetrahydrofuran / 20 h View Scheme