1: 57 percent / n-BuLi / tetrahydrofuran / 0.05 h / 0 °C 2: 98 percent / Bu4NF / tetrahydrofuran / 1 h / Ambient temperature 3: 95 percent / DMSO, Et3N / CH2Cl2 / -60 deg C then warming up to 0 deg C 4: DIBAL / toluene / 0.33 h / -78 °C 5: 90 percent / (i-Pr)2NEt / tetrahydrofuran / 3 h / Heating 6: 94 percent / LiAlH4 / diethyl ether / 1 h / Heating 7: 72 percent / CAN / ethanol; H2O / -40 - 0 °C 8: Na2S2O4 / CHCl3; H2O / Ambient temperature 9: Me3SiBr / CH2Cl2 / 0.17 h / Heating 10: AcOK / ethanol / 0.33 h / Ambient temperature 12: 85 percent / tetrahydrofuran / 0.5 h / Ambient temperature 13: 85 percent / DDQ, CSA / benzene / 5 h / Heating 14: 87 percent / 1N HCl / 12 h / Heating View Scheme