1: tetrahydrofuran / 1.) 0 deg C, 15 min, 2.) room temperature, 3 h 2: 71 percent / n-BuNF / tetrahydrofuran / 4 h / 45 °C View Scheme

<b>Multi-step reaction with 5 steps<br /> </b>1: 1.) O₃, 2.) NaBH₄ / 1.) CH₂Cl₂, MeOH, -10 deg C, 45 min, 2.) room temperature, 2 h<br />2: 47 percent / NaHCO₃ / aq. ethanol / 5 h / Heating<br />3: 87 percent / imidazole, PPh₃, I₂ / CH₂Cl₂ / 1.5 h / Ambient temperature<br />4: 77 percent / Zn, NiCl₂*6H₂O, I₂ / pyridine / 0.75 h / Ambient temperature<br />5: 915 mg / 9-acetylanthracene / hexane / 0.75 h / 0 - 5 &deg;C / Irradiation<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: 87 percent / imidazole, PPh₃, I₂ / CH₂Cl₂ / 1.5 h / Ambient temperature<br />2: 77 percent / Zn, NiCl₂*6H₂O, I₂ / pyridine / 0.75 h / Ambient temperature<br />3: 915 mg / 9-acetylanthracene / hexane / 0.75 h / 0 - 5 &deg;C / Irradiation<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 77 percent / Zn, NiCl₂*6H₂O, I₂ / pyridine / 0.75 h / Ambient temperature<br />2: 915 mg / 9-acetylanthracene / hexane / 0.75 h / 0 - 5 &deg;C / Irradiation<br /> <br /> &nbsp;