1: 92.2 percent / LiAlH4 / diethyl ether 2: 100 percent / pyridine / 1 h / 0 °C 3: 72.1 percent / TsOH / CH2Cl2 / 1 h / 0 °C 4: 65 percent / 18-crown-6-ether / dimethylsulfoxide / 12 h / 85 °C 5: 96 percent / DIBAL / toluene / 1 h / -10 °C 6: 78 percent / LiAlH4 / diethyl ether / 3 h / Ambient temperature 7: 100 percent / (TMS)2SO4 / 1,2-dichloro-ethane; methanol / 0.03 h / Ambient temperature 8: TsCl, pyridine View Scheme