1: 18.1 g / 5percent NaOH aq. / methanol; CH2Cl2 / 1 h / Ambient temperature 2: 21.7 g / pyridine / 1 h / Ambient temperature 3: 80 percent / LiBr / dimethylformamide / 1 h / 140 °C 4: 14.8 g / OsO4, N-methylmorpholine N-oxide, H2O / 2-methyl-propan-2-ol; tetrahydrofuran / 2 h / Ambient temperature 5: 88 percent / p-toluenesulfonic acid / 2 h / Ambient temperature 6: 14.0 g / p-toluenesulfonic acid / 2 h / Heating 7: 12.7 g / 5percent NaOH, MeOH / 1 h / Heating 8: 84 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / Ambient temperature 9: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 2.) -78 deg C, 1 h 10: 1.) K2CO3 / 1.) DMF, 100 deg C, 2 h, 2.) 50 deg C, 20 min 11: 93 percent / H2 / 5percent rhodium on alumina / ethyl acetate / 13 h / 5320 Torr 12: 100 percent / LiAlH4 / tetrahydrofuran / 0.5 h / Ambient temperature 13: 1.36 g / triethylamine / CH2Cl2 / 0.08 h / 0 °C 14: 80 percent / LiAlH4 / diethyl ether / 0.5 h / Ambient temperature 15: 96 percent / 4-(N,N-dimethylamino)pyridine / pyridine / 10 h / Ambient temperature 16: 1.) CH3COOH, H2O, pyridine, 2.) 4-(N,N-dimethylamino)pyridine / 1.) reflux, 4 h, 2.) RT, 10 h 17: 90 percent / SOCl2 / pyridine / 0.5 h / Ambient temperature 18: 45 percent / H2 / 5percent rhodium om alumina / ethyl acetate / 2 h / 2432 Torr 19: 94 percent / 5percent KOH-MeOH / 1 h / Heating View Scheme

1: 14.0 g / p-toluenesulfonic acid / 2 h / Heating 2: 12.7 g / 5percent NaOH, MeOH / 1 h / Heating 3: 84 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / Ambient temperature 4: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 2.) -78 deg C, 1 h 5: 1.) K2CO3 / 1.) DMF, 100 deg C, 2 h, 2.) 50 deg C, 20 min 6: 93 percent / H2 / 5percent rhodium on alumina / ethyl acetate / 13 h / 5320 Torr 7: 100 percent / LiAlH4 / tetrahydrofuran / 0.5 h / Ambient temperature 8: 1.36 g / triethylamine / CH2Cl2 / 0.08 h / 0 °C 9: 80 percent / LiAlH4 / diethyl ether / 0.5 h / Ambient temperature 10: 96 percent / 4-(N,N-dimethylamino)pyridine / pyridine / 10 h / Ambient temperature 11: 1.) CH3COOH, H2O, pyridine, 2.) 4-(N,N-dimethylamino)pyridine / 1.) reflux, 4 h, 2.) RT, 10 h 12: 90 percent / SOCl2 / pyridine / 0.5 h / Ambient temperature 13: 45 percent / H2 / 5percent rhodium om alumina / ethyl acetate / 2 h / 2432 Torr 14: 94 percent / 5percent KOH-MeOH / 1 h / Heating View Scheme

1: 12.7 g / 5percent NaOH, MeOH / 1 h / Heating 2: 84 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / Ambient temperature 3: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 2.) -78 deg C, 1 h 4: 1.) K2CO3 / 1.) DMF, 100 deg C, 2 h, 2.) 50 deg C, 20 min 5: 93 percent / H2 / 5percent rhodium on alumina / ethyl acetate / 13 h / 5320 Torr 6: 100 percent / LiAlH4 / tetrahydrofuran / 0.5 h / Ambient temperature 7: 1.36 g / triethylamine / CH2Cl2 / 0.08 h / 0 °C 8: 80 percent / LiAlH4 / diethyl ether / 0.5 h / Ambient temperature 9: 96 percent / 4-(N,N-dimethylamino)pyridine / pyridine / 10 h / Ambient temperature 10: 1.) CH3COOH, H2O, pyridine, 2.) 4-(N,N-dimethylamino)pyridine / 1.) reflux, 4 h, 2.) RT, 10 h 11: 90 percent / SOCl2 / pyridine / 0.5 h / Ambient temperature 12: 45 percent / H2 / 5percent rhodium om alumina / ethyl acetate / 2 h / 2432 Torr 13: 94 percent / 5percent KOH-MeOH / 1 h / Heating View Scheme

1: 80 percent / LiBr / dimethylformamide / 1 h / 140 °C 2: 14.8 g / OsO4, N-methylmorpholine N-oxide, H2O / 2-methyl-propan-2-ol; tetrahydrofuran / 2 h / Ambient temperature 3: 88 percent / p-toluenesulfonic acid / 2 h / Ambient temperature 4: 14.0 g / p-toluenesulfonic acid / 2 h / Heating 5: 12.7 g / 5percent NaOH, MeOH / 1 h / Heating 6: 84 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / Ambient temperature 7: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 2.) -78 deg C, 1 h 8: 1.) K2CO3 / 1.) DMF, 100 deg C, 2 h, 2.) 50 deg C, 20 min 9: 93 percent / H2 / 5percent rhodium on alumina / ethyl acetate / 13 h / 5320 Torr 10: 100 percent / LiAlH4 / tetrahydrofuran / 0.5 h / Ambient temperature 11: 1.36 g / triethylamine / CH2Cl2 / 0.08 h / 0 °C 12: 80 percent / LiAlH4 / diethyl ether / 0.5 h / Ambient temperature 13: 96 percent / 4-(N,N-dimethylamino)pyridine / pyridine / 10 h / Ambient temperature 14: 1.) CH3COOH, H2O, pyridine, 2.) 4-(N,N-dimethylamino)pyridine / 1.) reflux, 4 h, 2.) RT, 10 h 15: 90 percent / SOCl2 / pyridine / 0.5 h / Ambient temperature 16: 45 percent / H2 / 5percent rhodium om alumina / ethyl acetate / 2 h / 2432 Torr 17: 94 percent / 5percent KOH-MeOH / 1 h / Heating View Scheme

1: 1.) K2CO3 / 1.) DMF, 100 deg C, 2 h, 2.) 50 deg C, 20 min 2: 93 percent / H2 / 5percent rhodium on alumina / ethyl acetate / 13 h / 5320 Torr 3: 100 percent / LiAlH4 / tetrahydrofuran / 0.5 h / Ambient temperature 4: 1.36 g / triethylamine / CH2Cl2 / 0.08 h / 0 °C 5: 80 percent / LiAlH4 / diethyl ether / 0.5 h / Ambient temperature 6: 96 percent / 4-(N,N-dimethylamino)pyridine / pyridine / 10 h / Ambient temperature 7: 1.) CH3COOH, H2O, pyridine, 2.) 4-(N,N-dimethylamino)pyridine / 1.) reflux, 4 h, 2.) RT, 10 h 8: 90 percent / SOCl2 / pyridine / 0.5 h / Ambient temperature 9: 45 percent / H2 / 5percent rhodium om alumina / ethyl acetate / 2 h / 2432 Torr 10: 94 percent / 5percent KOH-MeOH / 1 h / Heating View Scheme

1: 93 percent / H2 / 5percent rhodium on alumina / ethyl acetate / 13 h / 5320 Torr 2: 100 percent / LiAlH4 / tetrahydrofuran / 0.5 h / Ambient temperature 3: 1.36 g / triethylamine / CH2Cl2 / 0.08 h / 0 °C 4: 80 percent / LiAlH4 / diethyl ether / 0.5 h / Ambient temperature 5: 96 percent / 4-(N,N-dimethylamino)pyridine / pyridine / 10 h / Ambient temperature 6: 1.) CH3COOH, H2O, pyridine, 2.) 4-(N,N-dimethylamino)pyridine / 1.) reflux, 4 h, 2.) RT, 10 h 7: 90 percent / SOCl2 / pyridine / 0.5 h / Ambient temperature 8: 45 percent / H2 / 5percent rhodium om alumina / ethyl acetate / 2 h / 2432 Torr 9: 94 percent / 5percent KOH-MeOH / 1 h / Heating View Scheme

1: 72 percent / NaH / tetrahydrofuran / 2 h / Ambient temperature 2: 100 percent / 30percent HClO4 / methanol / 0.17 h / 0 °C 3: 95.5 percent / PDC / CH2Cl2 / 5 h / Ambient temperature 4: 88 percent / H2 / PtO2 / ethyl acetate; ethanol / 3 h / Ambient temperature 5: 96 percent / LiAlH4 / tetrahydrofuran / 4 h / Ambient temperature 6: p-TsOH / 0.33 h / Ambient temperature 7: CrO3, pyridine / 5 h / Ambient temperature 8: 2) 5percent HCl / 2) (PH3P)3RhCl / 1) toluene, 2h, reflux, 2) MeOH, overnight 9: 52 percent / Zn(Hg), TMSCl / tetrahydrofuran / 12 h / Ambient temperature 10: 93 percent / OsO4, NMMNO / tetrahydrofuran; H2O; 2-methyl-propan-2-ol / 22 h / Ambient temperature View Scheme

1: 88 percent / H2 / PtO2 / ethyl acetate; ethanol / 3 h / Ambient temperature 2: 96 percent / LiAlH4 / tetrahydrofuran / 4 h / Ambient temperature 3: p-TsOH / 0.33 h / Ambient temperature 4: CrO3, pyridine / 5 h / Ambient temperature 5: 2) 5percent HCl / 2) (PH3P)3RhCl / 1) toluene, 2h, reflux, 2) MeOH, overnight 6: 52 percent / Zn(Hg), TMSCl / tetrahydrofuran / 12 h / Ambient temperature 7: 93 percent / OsO4, NMMNO / tetrahydrofuran; H2O; 2-methyl-propan-2-ol / 22 h / Ambient temperature View Scheme

1: 95.5 percent / PDC / CH2Cl2 / 5 h / Ambient temperature 2: 88 percent / H2 / PtO2 / ethyl acetate; ethanol / 3 h / Ambient temperature 3: 96 percent / LiAlH4 / tetrahydrofuran / 4 h / Ambient temperature 4: p-TsOH / 0.33 h / Ambient temperature 5: CrO3, pyridine / 5 h / Ambient temperature 6: 2) 5percent HCl / 2) (PH3P)3RhCl / 1) toluene, 2h, reflux, 2) MeOH, overnight 7: 52 percent / Zn(Hg), TMSCl / tetrahydrofuran / 12 h / Ambient temperature 8: 93 percent / OsO4, NMMNO / tetrahydrofuran; H2O; 2-methyl-propan-2-ol / 22 h / Ambient temperature View Scheme

1: 100 percent / 30percent HClO4 / methanol / 0.17 h / 0 °C 2: 95.5 percent / PDC / CH2Cl2 / 5 h / Ambient temperature 3: 88 percent / H2 / PtO2 / ethyl acetate; ethanol / 3 h / Ambient temperature 4: 96 percent / LiAlH4 / tetrahydrofuran / 4 h / Ambient temperature 5: p-TsOH / 0.33 h / Ambient temperature 6: CrO3, pyridine / 5 h / Ambient temperature 7: 2) 5percent HCl / 2) (PH3P)3RhCl / 1) toluene, 2h, reflux, 2) MeOH, overnight 8: 52 percent / Zn(Hg), TMSCl / tetrahydrofuran / 12 h / Ambient temperature 9: 93 percent / OsO4, NMMNO / tetrahydrofuran; H2O; 2-methyl-propan-2-ol / 22 h / Ambient temperature View Scheme