magnesium chloride in N,N-dimethyl acetamide; water 20 h; Heating;

2: 89 percent / PPTS / CH2Cl2 / 18 h / Ambient temperature 3: diisobutylalane / toluene; hexane / 0.08 h / -75 °C 4: 52 percent / 1,2-dimethoxy-ethane / 0.08 h / -10 °C 5: 98 percent / i-Pr2NEt / CH2Cl2 / Ambient temperature 6: 94 percent / 75percent AcOH / 0.5 h / 35 °C 7: 83 percent / pyridine / 8 h / 0 °C 9: 1.15 mg / LiAlH4 / diethyl ether / 60 h / 0 °C 10: 96 percent / NaH / dimethylformamide / Ambient temperature 11: 1.43 g / pyridinum bromide perbromide / CHCl3 / 0.67 h / 0 °C 12: 81 percent / NaNH2, Fe(NO3)3 / tetrahydrofuran / 0.5 h 13: 82 percent / n-BuLi / hexamethylphosphoric acid triamide; tetrahydrofuran; hexane / 1 h / Ambient temperature 14: 79 percent / Na / tetrahydrofuran; liquid ammonia / 1 h 15: 431 mg / PCC, NaOAc / CH2Cl2 / 2.5 h / Ambient temperature 16: 570 mg / diisopropylamine / dimethylsulfoxide / Ambient temperature 17: 54 percent / pyrrolidine / hexamethylphosphoric acid triamide / Ambient temperature 18: 97 percent / PPTS / CH2Cl2 / Ambient temperature 19: 98 percent / 0.13N LiOH / methanol; H2O / 18 h / 50 °C 20: 93 percent / n-Bu4NF / tetrahydrofuran / 5 h / Ambient temperature 21: 47 percent / triphenylphosphine, dipyridyl disulfide / xylene / Ambient temperature 22: 35 mg / acetic acid; tetrahydrofuran; H2O / 4 h / 50 °C 23: TiCl4 / CH2Cl2 / 0.25 h / 0 °C View Scheme

1: 93 percent / MgCl2*6H2O / N,N-dimethyl-acetamide / Heating 2: 58 percent / pyridine View Scheme