1: imidazole / Ambient temperature 2: 94 percent / NaHCO3 / aq. ethanol / 1.25 h / Heating View Scheme

1: imidazole / CH2Cl2 / 0.5 h 2: 1.) O3, 2.) triphenylphosphine / 1.) CH2Cl2, -78 deg C, 2.) CH2Cl2, -78 deg C, 30 min 3: 90 percent / sodium borohydride / benzene; ethanol 4: 47 percent / NaHCO3 / methanol / 2.5 h / Heating 5: 58 percent / pyridine / Ambient temperature 6: 57 percent / selenium dioxide, N-methylmorpholine-N-oxide / acetonitrile; CH2Cl2; 1,2-dichloro-ethane / 0.09 h / Heating 7: 82 percent / triethylamine, anthracene / benzene / 0.5 h / Irradiation 8: imidazole / CH2Cl2 / 0.25 h / Ambient temperature 9: 1.) Mg, cuprous iodide, 2.) n-Bu4NF View Scheme

1: 42 percent / imidazole / dimethylformamide / 1.5 h / 20 °C 2: 1.) ozone 2.) PPh3 / 1.) CH2Cl2, MeOH, -60 deg C 2.) CH2Cl2, MeOH, -60 to 0 deg C 3: NaHCO3 / aq. ethanol / Heating 5: N-methylmorpholine N-oxide, selenium dioxide 6: imidazole / dimethylformamide View Scheme

1: 42 percent / imidazole / dimethylformamide / 1.5 h / 20 °C 2: 1.) ozone 2.) PPh3 / 1.) CH2Cl2, MeOH, -60 deg C 2.) CH2Cl2, MeOH, -60 to 0 deg C 3: NaHCO3 / aq. ethanol / Heating 5: N-methylmorpholine N-oxide, selenium dioxide 6: imidazole / dimethylformamide 7: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H View Scheme

1: 42 percent / imidazole / dimethylformamide / 1.5 h / 20 °C 2: 1.) ozone 2.) PPh3 / 1.) CH2Cl2, MeOH, -60 deg C 2.) CH2Cl2, MeOH, -60 to 0 deg C 3: NaHCO3 / aq. ethanol / Heating 5: N-methylmorpholine N-oxide, selenium dioxide 6: imidazole / dimethylformamide 7: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H 8: anthracene, triethylamine / toluene / 1 h / 20 °C / Irradiation 9: 73 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.83 h / 60 °C View Scheme

1: 42 percent / imidazole / dimethylformamide / 1.5 h / 20 °C 2: sodium hydrogen carbonate / aq. ethanol / 1.5 h / Heating 3: N-methylmorpholine N-oxide monohydrate, selenium dioxide / CH2Cl2; methanol / 0.83 h / Heating 4: imidazole / dimethylformamide / 1.5 h / 20 °C 5: liq. SO2 / diethyl ether / 0.5 h / Heating 6: 1.) ozone 2.) PPh3 / 1.) CH2Cl2, MeOH, -60 deg C, 40 min. 2.) CH2Cl2, MeOH, -60 to 0 deg C 7: 90 percent / NaHCO3 / ethanol / 1.5 h / Heating View Scheme

1: imidazole / Ambient temperature 2: 94 percent / NaHCO3 / aq. ethanol / 1.25 h / Heating 3: 54.9 g / SeO2, 4-methylmorpholine N-oxide / methanol / 5.5 h / Heating 4: imidazole / CH2Cl2 / 6 h / Ambient temperature View Scheme

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

1: 42 percent / imidazole / dimethylformamide / 1.5 h / 20 °C 2: 1.) ozone 2.) PPh3 / 1.) CH2Cl2, MeOH, -60 deg C 2.) CH2Cl2, MeOH, -60 to 0 deg C 3: NaHCO3 / aq. ethanol / Heating 5: N-methylmorpholine N-oxide, selenium dioxide 6: imidazole / dimethylformamide 7: 33 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H 8: anthracene, triethylamine / toluene / 1 h / 20 °C / Irradiation View Scheme

Multi-step reaction with 9 steps 1: 42 percent / imidazole / dimethylformamide / 1.5 h / 20 °C2: 1.) ozone 2.) PPh3 / 1.) CH2Cl2, MeOH, -60 deg C 2.) CH2Cl2, MeOH, -60 to 0 deg C3: NaHCO3 / aq. ethanol / Heating5: N-methylmorpholine N-oxide, selenium dioxide6: imidazole / dimethylformamide7: 55 percent / NaBH4, CeCl3*6H2O / methanol / further reag.: (S)-BINAL-H8: anthracene, triethylamine / toluene / 1 h / 20 °C / Irradiation9: 72 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.83 h / 60 °C