1: 1.) n-BuLi / 1.) THF, hexane, from 20 deg C to 0 deg C, 10 min, 2.) THF, hexane, 0.5 h 2: 98 percent / toluene / 8 h / Heating 3: diisobutylaluminum hydride (DIBAL) / CH2Cl2; hexane / 0.5 h / -78 °C 4: 1 M aq. HCl / diethyl ether / 1 h 5: 1.) t-BuLi, 2.) dineopentylzinc 6: (CH3)2SO, pyridine, CF3COOH, dicyclohexylcarbodiimide (DCC) / benzene / 0.5 h / Ambient temperature 7: benzene; diethyl ether / 0.33 h 8: n-Bu4NF / tetrahydrofuran / 0.25 h / 0 °C 9: 75percent aq. CH3COOH / tetrahydrofuran / 0 - 5 °C 10: 68 percent / diethyl cyanophosphonate, Et3N / dimethylformamide / 0.5 h / 0 °C 11: 86 percent / (COCl)2, (CH3)2SO / CH2Cl2 / 0.33 h / -78 °C 12: 69 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / 2.5 h / 0 °C 13: 100 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), H2O / CH2Cl2 / 0.5 h / Ambient temperature 14: 64 percent / CF3COOH / 2.5 h / Ambient temperature View Scheme