1: NaBH4 / methanol / 0.5 h / 0 °C 2: 1 N NaOH / tetrahydrofuran / 1 h / Ambient temperature 3: 64 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiiimide / tetrahydrofuran; H2O / 1 h / Ambient temperature 4: Ph3P, diethylazodicarboxylate / tetrahydrofuran / 16 h / Ambient temperature 5: 93 percent / quinoline, H2 / 5percent Pd/C / ethanol / 1 h / 760 Torr / Ambient temperature 6: 45 percent / KOH / dimethylsulfoxide / 5 h / Ambient temperature 7: 70 percent / NaH / dimethylformamide; CH2Cl2 / 5 h / Ambient temperature 8: 72 percent / H2 / 10percent Pd/C / methanol / 2 h / 760 Torr / Ambient temperature View Scheme

sodium tetrahydroborate in methanol 4 h; Ambient temperature;

sodium tetrahydroborate; potassium carbonate in methanol

sodium tetrahydroborate in methanol

1: 73 percent / 3 h / Irradiation 2: 88 percent / NaOH / ethanol; H2O / 2 h / Ambient temperature 3: 1.) carbonyldi(imidazole) / 1.) THF, ambient temperature, 10 min, 2.) THF, 30 min 4: 53 percent / K2S2O8, Na2HPO4*2H2O / acetonitrile; H2O / 6 h / Heating 5: 68 percent / NaBH4 / methanol / 4 h / Ambient temperature View Scheme

sodium tetrahydroborate; potassium carbonate in methanol 3 h; Ambient temperature;

1: 1.) carbonyldi(imidazole) / 1.) THF, ambient temperature, 10 min, 2.) THF, 30 min 2: 53 percent / K2S2O8, Na2HPO4*2H2O / acetonitrile; H2O / 6 h / Heating 3: 68 percent / NaBH4 / methanol / 4 h / Ambient temperature View Scheme

1: 88 percent / NaOH / ethanol; H2O / 2 h / Ambient temperature 2: 1.) carbonyldi(imidazole) / 1.) THF, ambient temperature, 10 min, 2.) THF, 30 min 3: 53 percent / K2S2O8, Na2HPO4*2H2O / acetonitrile; H2O / 6 h / Heating 4: 68 percent / NaBH4 / methanol / 4 h / Ambient temperature View Scheme

1: 53 percent / K2S2O8, Na2HPO4*2H2O / acetonitrile; H2O / 6 h / Heating 2: 68 percent / NaBH4 / methanol / 4 h / Ambient temperature View Scheme

in tetrahydrofuran