1: 84 percent / tetrahydrofuran / 1 h / 0 °C 2: 100 percent / TMSCl / 12 h / Ambient temperature 3: 89 percent / methanol / 20 h / Heating 4: 1.) n-BuLi / 1.) heptane, hexane, 0 deg C, 30 min, 2.) hexane, heptane, -30 deg C - 0 deg C, 1 h 5: 71 percent / NaBH4, n-Bu4NCl / H2O / 18 h 6: 99.3 percent / t-BuOK / tetrahydrofuran / 1 h / 20 - 30 °C 7: 89 percent / Pd(OAc)2, K2CO3, DPP / dimethylformamide / 16 h / 90 °C / 775.7 Torr 9: 92 percent / OsO4, Me3NO*2H2O / 2-methyl-propan-2-ol / 24 h / 40 °C 10: 76 percent / PS-30 catalyst / various solvent(s) / 48 h 11: 100 percent / NaOCl, 4-acetoxy-TEMPO, KBr, NaHCO3 / CH2Cl2; H2O / 0.67 h 12: 96 percent / H2 / Pd/C / methanol / 96 h / 775.7 Torr / Ambient temperature; other catalyst, reaction time, temperature View Scheme

1: 84 percent / tetrahydrofuran / 1 h / 0 °C 2: 100 percent / TMSCl / 12 h / Ambient temperature 3: 89 percent / methanol / 20 h / Heating 4: 1.) n-BuLi / 1.) heptane, hexane, 0 deg C, 30 min, 2.) hexane, heptane, -30 deg C - 0 deg C, 1 h 5: 71 percent / NaBH4, n-Bu4NCl / H2O / 18 h 6: 99.3 percent / t-BuOK / tetrahydrofuran / 1 h / 20 - 30 °C 7: 89 percent / Pd(OAc)2, K2CO3, DPP / dimethylformamide / 16 h / 90 °C / 775.7 Torr 9: 92 percent / OsO4, Me3NO*2H2O / 2-methyl-propan-2-ol / 24 h / 40 °C 10: 76 percent / PS-30 catalyst / various solvent(s) / 48 h 11: 100 percent / NaOCl, 4-acetoxy-TEMPO, KBr, NaHCO3 / CH2Cl2; H2O / 0.67 h 12: 96 percent / H2 / Pd/C / methanol / 96 h / 775.7 Torr / Ambient temperature; other catalyst, reaction time, temperature 13: 99 percent / TEMPO, KBr, NaHCO3, NaOCl / CH2Cl2; H2O / 0.5 h 14: 89 percent / TMSCl, NaI / acetonitrile / 6 h / 0 - 20 °C 15: 74 percent / Cs2CO3 / dimethylsulfoxide / 21 h / 47 - 50 °C 16: 93.4 percent / trifluoroacetic acid; toluene / 2 h / 110 °C 17: p-TSA*H2O / toluene; acetic acid / 18 h / 95 - 100 °C View Scheme

im Rohr;

1: oxalyl dichloride / dichloromethane; tetrahydrofuran / 4 h / 25 °C 2: sodium azide / water; acetone / 0.03 h / 25 °C 3: trifluoroacetic acid / benzene / 21 h / 90 °C 4: potassium carbonate / methanol / 7.5 h / 25 °C 5: sulfuric acid; nitric acid / -5 °C View Scheme

1: thionyl chloride 3: thionyl chloride / 120 °C / im Rohr View Scheme

1: 84 percent / tetrahydrofuran / 1 h / 0 °C 2: 100 percent / TMSCl / 12 h / Ambient temperature 3: 89 percent / methanol / 20 h / Heating 4: 1.) n-BuLi / 1.) heptane, hexane, 0 deg C, 30 min, 2.) hexane, heptane, -30 deg C - 0 deg C, 1 h 5: 71 percent / NaBH4, n-Bu4NCl / H2O / 18 h 6: 99.3 percent / t-BuOK / tetrahydrofuran / 1 h / 20 - 30 °C 7: 89 percent / Pd(OAc)2, K2CO3, DPP / dimethylformamide / 16 h / 90 °C / 775.7 Torr 9: 92 percent / OsO4, Me3NO*2H2O / 2-methyl-propan-2-ol / 24 h / 40 °C 10: 76 percent / PS-30 catalyst / various solvent(s) / 48 h 11: 100 percent / NaOCl, 4-acetoxy-TEMPO, KBr, NaHCO3 / CH2Cl2; H2O / 0.67 h 12: 96 percent / H2 / Pd/C / methanol / 96 h / 775.7 Torr / Ambient temperature; other catalyst, reaction time, temperature 13: 99 percent / TEMPO, KBr, NaHCO3, NaOCl / CH2Cl2; H2O / 0.5 h 14: 89 percent / TMSCl, NaI / acetonitrile / 6 h / 0 - 20 °C 15: 74 percent / Cs2CO3 / dimethylsulfoxide / 21 h / 47 - 50 °C 16: 93.4 percent / trifluoroacetic acid; toluene / 2 h / 110 °C 17: p-TSA*H2O / toluene; acetic acid / 18 h / 95 - 100 °C 18: pyridine / 2 h / 20 - 25 °C View Scheme

1: toluene / 28 h / 20 - 80 °C 2: iron (III) acetylacetonate / 1-methyl-pyrrolidin-2-one; tetrahydrofuran / -77 - 20 °C 3: hydrogenchloride / isopropyl alcohol / 3 h / 80 °C View Scheme

1: oxalyl dichloride / dichloromethane; tetrahydrofuran / 4 h / 25 °C 2: sodium azide / water; acetone / 0.03 h / 25 °C 3: trifluoroacetic acid / benzene / 21 h / 90 °C 4: potassium carbonate / methanol / 7.5 h / 25 °C 5: sulfuric acid; nitric acid / -5 °C 6: sulfuric acid / 1 h / 0 - 100 °C View Scheme

1: SOCl2 3: P2O5 / unter vermindertem Druck 4: SnCl2; HCl; diethyl ether View Scheme

1: thionyl chloride View Scheme