1: 99 percent / diethyl ether / 0.25 h / 0 °C 2: 96 percent / hydroxylamine hydrochloride, KOH / methanol / 1.) 0 deg C, 5 min, 2.) 0 deg C, 30 min 3: 69 percent / NaIO4 / H2O / 0.17 h / 0 °C 4: 85 percent / Na2HPO4, 5percent sodium amalgam / ethanol / 1 h 5: 90 percent / imidazole / dimethylformamide / 1 h / Ambient temperature 6: 76 percent / N-methylmorpholine N-oxide monohydrate, 4percent aq. OsO4 / acetonitrile; H2O / 14 h / Ambient temperature 7: 99 percent / pyridinium p-toluenesulfonate / benzene / 13 h / 55 °C 8: 71 percent / LiAlH4 / tetrahydrofuran / 1 h / Heating 9: CBr4, PPh3 / CH2Cl2 / 0.33 h / 0 °C 10: Et3N / CH2Cl2 / 0.5 h / 0 °C 11: 86 percent / H2 / PdCl2 / methanol / 0.5 h 12: 66 percent / 2 N aq. HCl / tetrahydrofuran / 14 h / Ambient temperature View Scheme

1: 95 percent / pyridine / 1.) 0 deg C, 2 h, 2.) r.t., 2 h 2: 99 percent / dimethylsulfoxide / 1 h / 60 °C 3: 77 percent / 25percent aq. NaOH / methanol / 9 h / Heating 4: 99 percent / diethyl ether / 0.25 h / 0 °C 5: 96 percent / hydroxylamine hydrochloride, KOH / methanol / 1.) 0 deg C, 5 min, 2.) 0 deg C, 30 min 6: 69 percent / NaIO4 / H2O / 0.17 h / 0 °C 7: 85 percent / Na2HPO4, 5percent sodium amalgam / ethanol / 1 h 8: 90 percent / imidazole / dimethylformamide / 1 h / Ambient temperature 9: 76 percent / N-methylmorpholine N-oxide monohydrate, 4percent aq. OsO4 / acetonitrile; H2O / 14 h / Ambient temperature 10: 99 percent / pyridinium p-toluenesulfonate / benzene / 13 h / 55 °C 11: 71 percent / LiAlH4 / tetrahydrofuran / 1 h / Heating 12: CBr4, PPh3 / CH2Cl2 / 0.33 h / 0 °C 13: Et3N / CH2Cl2 / 0.5 h / 0 °C 14: 86 percent / H2 / PdCl2 / methanol / 0.5 h 15: 66 percent / 2 N aq. HCl / tetrahydrofuran / 14 h / Ambient temperature View Scheme

1: 96 percent / hydroxylamine hydrochloride, KOH / methanol / 1.) 0 deg C, 5 min, 2.) 0 deg C, 30 min 2: 69 percent / NaIO4 / H2O / 0.17 h / 0 °C 3: 85 percent / Na2HPO4, 5percent sodium amalgam / ethanol / 1 h 4: 90 percent / imidazole / dimethylformamide / 1 h / Ambient temperature 5: 76 percent / N-methylmorpholine N-oxide monohydrate, 4percent aq. OsO4 / acetonitrile; H2O / 14 h / Ambient temperature 6: 99 percent / pyridinium p-toluenesulfonate / benzene / 13 h / 55 °C 7: 71 percent / LiAlH4 / tetrahydrofuran / 1 h / Heating 8: CBr4, PPh3 / CH2Cl2 / 0.33 h / 0 °C 9: Et3N / CH2Cl2 / 0.5 h / 0 °C 10: 86 percent / H2 / PdCl2 / methanol / 0.5 h 11: 66 percent / 2 N aq. HCl / tetrahydrofuran / 14 h / Ambient temperature View Scheme

1: 77 percent / 25percent aq. NaOH / methanol / 9 h / Heating 2: 99 percent / diethyl ether / 0.25 h / 0 °C 3: 96 percent / hydroxylamine hydrochloride, KOH / methanol / 1.) 0 deg C, 5 min, 2.) 0 deg C, 30 min 4: 69 percent / NaIO4 / H2O / 0.17 h / 0 °C 5: 85 percent / Na2HPO4, 5percent sodium amalgam / ethanol / 1 h 6: 90 percent / imidazole / dimethylformamide / 1 h / Ambient temperature 7: 76 percent / N-methylmorpholine N-oxide monohydrate, 4percent aq. OsO4 / acetonitrile; H2O / 14 h / Ambient temperature 8: 99 percent / pyridinium p-toluenesulfonate / benzene / 13 h / 55 °C 9: 71 percent / LiAlH4 / tetrahydrofuran / 1 h / Heating 10: CBr4, PPh3 / CH2Cl2 / 0.33 h / 0 °C 11: Et3N / CH2Cl2 / 0.5 h / 0 °C 12: 86 percent / H2 / PdCl2 / methanol / 0.5 h 13: 66 percent / 2 N aq. HCl / tetrahydrofuran / 14 h / Ambient temperature View Scheme

1: 90 percent / imidazole / dimethylformamide / 1 h / Ambient temperature 2: 76 percent / N-methylmorpholine N-oxide monohydrate, 4percent aq. OsO4 / acetonitrile; H2O / 14 h / Ambient temperature 3: 99 percent / pyridinium p-toluenesulfonate / benzene / 13 h / 55 °C 4: 71 percent / LiAlH4 / tetrahydrofuran / 1 h / Heating 5: CBr4, PPh3 / CH2Cl2 / 0.33 h / 0 °C 6: Et3N / CH2Cl2 / 0.5 h / 0 °C 7: 86 percent / H2 / PdCl2 / methanol / 0.5 h 8: 66 percent / 2 N aq. HCl / tetrahydrofuran / 14 h / Ambient temperature View Scheme

1: CBr4, PPh3 / CH2Cl2 / 0.33 h / 0 °C 2: Et3N / CH2Cl2 / 0.5 h / 0 °C 3: 86 percent / H2 / PdCl2 / methanol / 0.5 h 4: 66 percent / 2 N aq. HCl / tetrahydrofuran / 14 h / Ambient temperature View Scheme

1: 99 percent / dimethylsulfoxide / 1 h / 60 °C 2: 77 percent / 25percent aq. NaOH / methanol / 9 h / Heating 3: 99 percent / diethyl ether / 0.25 h / 0 °C 4: 96 percent / hydroxylamine hydrochloride, KOH / methanol / 1.) 0 deg C, 5 min, 2.) 0 deg C, 30 min 5: 69 percent / NaIO4 / H2O / 0.17 h / 0 °C 6: 85 percent / Na2HPO4, 5percent sodium amalgam / ethanol / 1 h 7: 90 percent / imidazole / dimethylformamide / 1 h / Ambient temperature 8: 76 percent / N-methylmorpholine N-oxide monohydrate, 4percent aq. OsO4 / acetonitrile; H2O / 14 h / Ambient temperature 9: 99 percent / pyridinium p-toluenesulfonate / benzene / 13 h / 55 °C 10: 71 percent / LiAlH4 / tetrahydrofuran / 1 h / Heating 11: CBr4, PPh3 / CH2Cl2 / 0.33 h / 0 °C 12: Et3N / CH2Cl2 / 0.5 h / 0 °C 13: 86 percent / H2 / PdCl2 / methanol / 0.5 h 14: 66 percent / 2 N aq. HCl / tetrahydrofuran / 14 h / Ambient temperature View Scheme

1: 76 percent / N-methylmorpholine N-oxide monohydrate, 4percent aq. OsO4 / acetonitrile; H2O / 14 h / Ambient temperature 2: 99 percent / pyridinium p-toluenesulfonate / benzene / 13 h / 55 °C 3: 71 percent / LiAlH4 / tetrahydrofuran / 1 h / Heating 4: CBr4, PPh3 / CH2Cl2 / 0.33 h / 0 °C 5: Et3N / CH2Cl2 / 0.5 h / 0 °C 6: 86 percent / H2 / PdCl2 / methanol / 0.5 h 7: 66 percent / 2 N aq. HCl / tetrahydrofuran / 14 h / Ambient temperature View Scheme

1: 71 percent / LiAlH4 / tetrahydrofuran / 1 h / Heating 2: CBr4, PPh3 / CH2Cl2 / 0.33 h / 0 °C 3: Et3N / CH2Cl2 / 0.5 h / 0 °C 4: 86 percent / H2 / PdCl2 / methanol / 0.5 h 5: 66 percent / 2 N aq. HCl / tetrahydrofuran / 14 h / Ambient temperature View Scheme

1: 85 percent / Na2HPO4, 5percent sodium amalgam / ethanol / 1 h 2: 90 percent / imidazole / dimethylformamide / 1 h / Ambient temperature 3: 76 percent / N-methylmorpholine N-oxide monohydrate, 4percent aq. OsO4 / acetonitrile; H2O / 14 h / Ambient temperature 4: 99 percent / pyridinium p-toluenesulfonate / benzene / 13 h / 55 °C 5: 71 percent / LiAlH4 / tetrahydrofuran / 1 h / Heating 6: CBr4, PPh3 / CH2Cl2 / 0.33 h / 0 °C 7: Et3N / CH2Cl2 / 0.5 h / 0 °C 8: 86 percent / H2 / PdCl2 / methanol / 0.5 h 9: 66 percent / 2 N aq. HCl / tetrahydrofuran / 14 h / Ambient temperature View Scheme