1: 95 percent / pyridine; Dess-Martin periodinane / CH2Cl2 / 18 h / 20 °C 2: 94 percent / pyridine / tetrahydrofuran; toluene / 0.33 h / -20 °C 3: 91 percent / diisobutylaluminum hydride / CH2Cl2; hexane / 3 h / -15 °C 4: 95 percent / triethylamine; DMAP / CH2Cl2 / 12 h / 20 °C 5: 92 percent / NaHCO3; DDQ / CH2Cl2; H2O / 8 h / 0 °C 6: 84 percent / NaHCO3; mCPBA / CH2Cl2 / 3 h / -15 - 0 °C 7: 70 percent / dimethylformamide / 48 h / 70 °C 8: 91 percent / diisobutylaluminum hydride / tetrahydrofuran; hexane / 2 h / -40 °C 9: 91 percent / molecular sieves 4 Angstroem; NMO; TPAP / CH2Cl2 / 3 h / 20 °C 10: 68 percent / LHMDS / tetrahydrofuran; hexane / 3 h / -78 - 20 °C 11: 85 percent / HCl / methanol / 10 h / -20 °C 12: 98 percent / triethylamine; DMAP / CH2Cl2 / 1.5 h / 0 °C 13: 97 percent / TBAF / tetrahydrofuran / 3 h / 0 °C 14: 36 percent / Amberlyst 15 / tetrahydrofuran; H2O / 20 h / 20 °C View Scheme

1: 91 percent / diisobutylaluminum hydride / CH2Cl2; hexane / 3 h / -15 °C 2: 95 percent / triethylamine; DMAP / CH2Cl2 / 12 h / 20 °C 3: 92 percent / NaHCO3; DDQ / CH2Cl2; H2O / 8 h / 0 °C 4: 84 percent / NaHCO3; mCPBA / CH2Cl2 / 3 h / -15 - 0 °C 5: 70 percent / dimethylformamide / 48 h / 70 °C 6: 91 percent / diisobutylaluminum hydride / tetrahydrofuran; hexane / 2 h / -40 °C 7: 91 percent / molecular sieves 4 Angstroem; NMO; TPAP / CH2Cl2 / 3 h / 20 °C 8: 68 percent / LHMDS / tetrahydrofuran; hexane / 3 h / -78 - 20 °C 9: 85 percent / HCl / methanol / 10 h / -20 °C 10: 98 percent / triethylamine; DMAP / CH2Cl2 / 1.5 h / 0 °C 11: 97 percent / TBAF / tetrahydrofuran / 3 h / 0 °C 12: 36 percent / Amberlyst 15 / tetrahydrofuran; H2O / 20 h / 20 °C View Scheme

1: 95 percent / triethylamine; DMAP / CH2Cl2 / 12 h / 20 °C 2: 92 percent / NaHCO3; DDQ / CH2Cl2; H2O / 8 h / 0 °C 3: 84 percent / NaHCO3; mCPBA / CH2Cl2 / 3 h / -15 - 0 °C 4: 70 percent / dimethylformamide / 48 h / 70 °C 5: 91 percent / diisobutylaluminum hydride / tetrahydrofuran; hexane / 2 h / -40 °C 6: 91 percent / molecular sieves 4 Angstroem; NMO; TPAP / CH2Cl2 / 3 h / 20 °C 7: 68 percent / LHMDS / tetrahydrofuran; hexane / 3 h / -78 - 20 °C 8: 85 percent / HCl / methanol / 10 h / -20 °C 9: 98 percent / triethylamine; DMAP / CH2Cl2 / 1.5 h / 0 °C 10: 97 percent / TBAF / tetrahydrofuran / 3 h / 0 °C 11: 36 percent / Amberlyst 15 / tetrahydrofuran; H2O / 20 h / 20 °C View Scheme

1: 96 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran; toluene / 3 h / 0 °C 2: 87 percent / (NH4)6Mo7O24*4H2O; H2O2 / ethanol / 2 h / 20 °C 3: HCl / ethyl acetate / 1.5 h / 20 °C 4: 84 mg / N-ethylmorpholine; HBTU / acetonitrile / 18 h / 20 °C 5: 68 percent / LHMDS / tetrahydrofuran; hexane / 3 h / -78 - 20 °C 6: 85 percent / HCl / methanol / 10 h / -20 °C 7: 98 percent / triethylamine; DMAP / CH2Cl2 / 1.5 h / 0 °C 8: 97 percent / TBAF / tetrahydrofuran / 3 h / 0 °C 9: 36 percent / Amberlyst 15 / tetrahydrofuran; H2O / 20 h / 20 °C View Scheme

1: 99 percent / diisobutylaluminum hydride / toluene; hexane / 0.25 h / -68 - 0 °C 2: 96 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran; toluene / 3 h / 0 °C 3: 87 percent / (NH4)6Mo7O24*4H2O; H2O2 / ethanol / 2 h / 20 °C 4: HCl / ethyl acetate / 1.5 h / 20 °C 5: 84 mg / N-ethylmorpholine; HBTU / acetonitrile / 18 h / 20 °C 6: 68 percent / LHMDS / tetrahydrofuran; hexane / 3 h / -78 - 20 °C 7: 85 percent / HCl / methanol / 10 h / -20 °C 8: 98 percent / triethylamine; DMAP / CH2Cl2 / 1.5 h / 0 °C 9: 97 percent / TBAF / tetrahydrofuran / 3 h / 0 °C 10: 36 percent / Amberlyst 15 / tetrahydrofuran; H2O / 20 h / 20 °C View Scheme

1: 92 percent / NaHCO3; DDQ / CH2Cl2; H2O / 8 h / 0 °C 2: 84 percent / NaHCO3; mCPBA / CH2Cl2 / 3 h / -15 - 0 °C 3: 70 percent / dimethylformamide / 48 h / 70 °C 4: 91 percent / diisobutylaluminum hydride / tetrahydrofuran; hexane / 2 h / -40 °C 5: 91 percent / molecular sieves 4 Angstroem; NMO; TPAP / CH2Cl2 / 3 h / 20 °C 6: 68 percent / LHMDS / tetrahydrofuran; hexane / 3 h / -78 - 20 °C 7: 85 percent / HCl / methanol / 10 h / -20 °C 8: 98 percent / triethylamine; DMAP / CH2Cl2 / 1.5 h / 0 °C 9: 97 percent / TBAF / tetrahydrofuran / 3 h / 0 °C 10: 36 percent / Amberlyst 15 / tetrahydrofuran; H2O / 20 h / 20 °C View Scheme