1: 80 percent / NaIO4, OsO4 / H2O; 2-methyl-propan-2-ol / 60 h / Ambient temperature 2: 90 percent / Jones reagent / acetone / 0 °C 3: 75 percent / p-TsOH / toluene / 1 h / Heating 4: 90 percent / LiAlH4 / tetrahydrofuran / 2 h / Ambient temperature 5: p-TsOH / nitromethane / 1 h / 70 - 90 °C 6: 90 percent / LiAlH4 / tetrahydrofuran / 1.5 h / Heating 7: 88 percent / Jones reagent / acetone / 0 °C 8: 71 percent / KOH, N2H4*H2O / various solvent(s) / 1 h / Heating View Scheme