1: 85 percent / imidazole / dimethylformamide / 24 h / Ambient temperature 2: 83 percent / triethylamine, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 5 h / -15 - 23 °C 3: 75 percent / sodium hydride / tetrahydrofuran / 3 h / Ambient temperature 4: 99 percent / hydrogen / Pd/C / ethyl acetate / 4 h View Scheme

ruthenium trichloride; sodium periodate; sodium carbonate in tetrachloromethane; water; acetonitrile 2 h; Ambient temperature;

1: 4-DMAP / CH2Cl2 2: 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine 3: 1.) 9-BBN, 2.) H2O2, NaOH / 1.) THF View Scheme

1: 85 percent / imidazole / dimethylformamide / 24 h / Ambient temperature 2: 83 percent / triethylamine, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 5 h / -15 - 23 °C 3: 75 percent / sodium hydride / tetrahydrofuran / 3 h / Ambient temperature 4: 99 percent / hydrogen / Pd/C / ethyl acetate / 4 h 5: 83 percent / tetrabutylammonium fluoride monohydrate / tetrahydrofuran / 1 h / Ambient temperature View Scheme

1: 85 percent / imidazole / dimethylformamide / 24 h / Ambient temperature 2: 83 percent / triethylamine, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 5 h / -15 - 23 °C 3: 75 percent / sodium hydride / tetrahydrofuran / 3 h / Ambient temperature 4: 99 percent / hydrogen / Pd/C / ethyl acetate / 4 h 5: 83 percent / tetrabutylammonium fluoride monohydrate / tetrahydrofuran / 1 h / Ambient temperature 6: 81 percent / pyridinium dichromate / dimethylformamide / 24 h 7: 69 percent / potassium hydrogen carbonate / dimethylformamide / 24 h View Scheme

1: 4-DMAP / CH2Cl2 2: 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine 3: 1.) 9-BBN, 2.) H2O2, NaOH / 1.) THF 4: PDC / dimethylformamide View Scheme

1: 85 percent / imidazole / dimethylformamide / 24 h / Ambient temperature 2: 83 percent / triethylamine, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 5 h / -15 - 23 °C 3: 75 percent / sodium hydride / tetrahydrofuran / 3 h / Ambient temperature 4: 99 percent / hydrogen / Pd/C / ethyl acetate / 4 h 5: 83 percent / tetrabutylammonium fluoride monohydrate / tetrahydrofuran / 1 h / Ambient temperature 6: 81 percent / pyridinium dichromate / dimethylformamide / 24 h View Scheme

1: 4-DMAP / CH2Cl2 2: 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine 3: 1.) 9-BBN, 2.) H2O2, NaOH / 1.) THF 4: PDC / dimethylformamide 5: diethyl ether View Scheme