1.1: 70 percent / PCC; NaOAc / CH2Cl2 2.1: n-BuLi / tetrahydrofuran / -78 - 0 °C 2.2: I2 / benzene / 20 °C 3.1: 83 percent / KF; 18-crown-6 / dimethylformamide / 20 °C 4.1: CuI; NPrNH2 / Pd(PPh3)4 / benzene / 20 °C 5.1: pyridinium p-toluenesulfonate / methanol / 20 °C 6.1: aq. HCl / methanol / 0.25 h / 20 °C 7.1: 70 percent / Zn(Cu/Ag) / aq. methanol / 5 h / 40 °C View Scheme

1.1: iodine; triphenylphosphine; 1H-imidazole / toluene / 60 °C 2.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C 3.1: tetrakis(triphenylphosphine) palladium(0); copper(l) iodide; piperidine / benzene / 2 h / 20 °C / |Inert atmosphere; |Darkness 4.1: acetyl chloride; methanol / 0 °C 5.1: water / methanol / 5 h / 50 °C 6.1: water; lithium hydroxide hydrate / methanol / 0 °C / |Inert atmosphere 6.2: |Inert atmosphere View Scheme