1: PTSA / CH2Cl2 2: 1.) n-BuLi / 1.) THF-HMPA/hexane, -60 deg C, 90 min, 2.) -60 deg C, 2 h 3: 63 percent / PPh3-Br2 / CH2Cl2 / 3 h 4: 87 percent / 15percent aq.NaOH / aliquat-336 / CH2Cl2 / 2 h / 0 °C 5: NaCN / dimethylsulfoxide / 3 h / 120 °C 6: LAH / diethyl ether / 4 h / Ambient temperature View Scheme

1: 87 percent / 15percent aq.NaOH / aliquat-336 / CH2Cl2 / 2 h / 0 °C 2: NaCN / dimethylsulfoxide / 3 h / 120 °C 3: LAH / diethyl ether / 4 h / Ambient temperature View Scheme

1: 63 percent / PPh3-Br2 / CH2Cl2 / 3 h 2: 87 percent / 15percent aq.NaOH / aliquat-336 / CH2Cl2 / 2 h / 0 °C 3: NaCN / dimethylsulfoxide / 3 h / 120 °C 4: LAH / diethyl ether / 4 h / Ambient temperature View Scheme