1: 83 percent / pyridine / 8 h / 0 °C 3: 1.15 mg / LiAlH4 / diethyl ether / 60 h / 0 °C 4: 96 percent / NaH / dimethylformamide / Ambient temperature 5: 1.43 g / pyridinum bromide perbromide / CHCl3 / 0.67 h / 0 °C 6: 81 percent / NaNH2, Fe(NO3)3 / tetrahydrofuran / 0.5 h 7: 82 percent / n-BuLi / hexamethylphosphoric acid triamide; tetrahydrofuran; hexane / 1 h / Ambient temperature 8: 79 percent / Na / tetrahydrofuran; liquid ammonia / 1 h 9: 431 mg / PCC, NaOAc / CH2Cl2 / 2.5 h / Ambient temperature 10: 570 mg / diisopropylamine / dimethylsulfoxide / Ambient temperature 11: 54 percent / pyrrolidine / hexamethylphosphoric acid triamide / Ambient temperature 12: 97 percent / PPTS / CH2Cl2 / Ambient temperature 13: 98 percent / 0.13N LiOH / methanol; H2O / 18 h / 50 °C 14: 93 percent / n-Bu4NF / tetrahydrofuran / 5 h / Ambient temperature 15: 47 percent / triphenylphosphine, dipyridyl disulfide / xylene / Ambient temperature 16: 35 mg / acetic acid; tetrahydrofuran; H2O / 4 h / 50 °C 17: TiCl4 / CH2Cl2 / 0.25 h / 0 °C View Scheme