1.1: 80 percent / TEMPO; KBr; aq. NaOCl / NaHCO3 / CH2Cl2 / 0.5 h / -10 °C 2.1: LDA / tetrahydrofuran / 1 h / -78 °C 2.2: 71 percent / tetrahydrofuran / 1 h / -78 °C 3.1: 90 percent / Ac2O; pyridine; DMAP / 48 h / 50 °C 4.1: 88 percent / aq. TsOH / tetrahydrofuran / 12 h / 50 °C 5.1: 73 percent / TEMPO; KBr; aq. NaOCl / NaHCO3 / CH2Cl2 / 0.5 h / -10 °C View Scheme

zeolite HSZ-330 in methanol 2 h; Ambient temperature;

1: 93 percent / pyridine / 0 °C 2: 1.) sodium iodide, 2.) acetic acid / 1.) DMF, 100 deg C, 2.) THF, H2O, room temperature 3: 94 percent / triethylamine / diethyl ether / 5 h / 40 °C 4: 1.) sodium hydride / 2.) tetrakis(triphenylphosphine)palladium(0) / 1.) THF, 45 deg C, 10 min; room temperature,30 min, 2.) reflux, 4 h 5: 82.5 percent / hexamethylphosphoric acid triamide / 11 h / 90 °C 6: 89 percent / disodium hydrogen phosphate, 6percent sodium amalgam / ethanol; tetrahydrofuran / 2.5 h / -20 °C 7: 99 percent / hydrogen / 5percent palladium on barium carbonate / 3 h / 1520 Torr / Ambient temperature View Scheme

1: 84 percent / pyridine / CH2Cl2 / 16 h / Ambient temperature 2: 46 percent / I2, 1,2-bis(diphenylphosphino)ethane / CH2Cl2 / 4 h / Ambient temperature 3: 34 percent / dimethylsulfoxide / 2 h / Ambient temperature 4: 79 percent / trifluoroacetic acid, H2O / CH2Cl2 View Scheme

1: 75 percent / (COCl)2; TEA / dimethylsulfoxide; CH2Cl2 2: 83 percent / SnCl2 / CH2Cl2 / 25 °C 3: 90 percent / H2 / (S)-BINAP-Ru(II) / methanol / 6 h / 100 °C / 20685.9 Torr 4: NaBH4; CuSO4 / ethanol / 7 h 5: Et3N / CH2Cl2 / 6 h / 0 °C 6: pTSA / methanol / 10 h 7: PCC / CH2Cl2 / 3 h 8: Ag2O; NaOH / ethanol 9: KOH; Na2S*9H2O; HCl / H2O; dimethylformamide / 28 h / 80 °C View Scheme

2,6-dimethylpyridine; tetraethylammonium bromide; Xtalfluor-E® in dichloromethane T=21°C; Inert atmosphere;

1: 75 percent / (COCl)2; TEA / dimethylsulfoxide; CH2Cl2 2: 83 percent / SnCl2 / CH2Cl2 / 25 °C 3: 90 percent / H2 / (S)-BINAP-Ru(II) / methanol / 6 h / 100 °C / 20685.9 Torr 4: NaBH4; CuSO4 / ethanol / 7 h 5: Et3N / CH2Cl2 / 6 h / 0 °C 6: pTSA / methanol / 10 h 7: PCC / CH2Cl2 / 3 h 8: Ag2O; NaOH / ethanol 9: 45 percent / KOH; Na2S*9H2O; HCl / H2O; dimethylformamide / 28 h / 80 °C View Scheme

1.1: pyridine 2.1: NaI; NaHCO3 / acetone 3.1: 83 percent / dimethylsulfoxide 4.1: bis(cyclopentadienyl)zirconium chloride hydride / tetrahydrofuran / 2 h / 20 °C 4.2: iodine / tetrahydrofuran / 1 h / 20 °C 4.3: 81 percent / HCl / methanol / 5 h 5.1: pyridine / 0 - 20 °C 6.1: 1.15 g / NaI / acetone / 6 h View Scheme

1: PCC 2: 100 percent / BF3*OEt2 / CH2Cl2 / 3 h / 0 °C View Scheme

1: 86 percent / pyridine*SO3, Et3N / dimethylsulfoxide / 0.17 h 2: 91 percent / CH2Cl2 / 16 h 3: 99 percent / DIBAL-H / toluene / 0.5 h / -78 °C 4: 76 percent / MnO2 / CH2Cl2 / 24 h 5: 97 percent / n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 10 min; 2.) from -78 deg C to r.t. 6: 84 percent / CSA / methanol / 16 h / Ambient temperature View Scheme