1: 1.) O3, 2.) triphenylphosphine / 1.) CH2Cl2, -78 deg C, 2.) CH2Cl2, -78 deg C, 30 min 2: 90 percent / sodium borohydride / benzene; ethanol 3: 47 percent / NaHCO3 / methanol / 2.5 h / Heating 4: 58 percent / pyridine / Ambient temperature 5: 57 percent / selenium dioxide, N-methylmorpholine-N-oxide / acetonitrile; CH2Cl2; 1,2-dichloro-ethane / 0.09 h / Heating 6: 82 percent / triethylamine, anthracene / benzene / 0.5 h / Irradiation 7: imidazole / CH2Cl2 / 0.25 h / Ambient temperature 8: 1.) Mg, cuprous iodide, 2.) n-Bu4NF View Scheme

1: 1.) O3, 2.) triphenylphosphine / 1.) CH2Cl2, -78 deg C, 2.) CH2Cl2, -78 deg C, 30 min 2: 90 percent / sodium borohydride / benzene; ethanol 3: 47 percent / NaHCO3 / methanol / 2.5 h / Heating 4: 58 percent / pyridine / Ambient temperature 5: 1.) Mg, cuprous iodide, 2.) n-Bu4NF 6: 82 percent / triethylamine, anthracene / benzene / 1 h / Irradiation View Scheme