peracetic acid; sodium hydrogencarbonate in dichloromethane; water 48 h; Ambient temperature;

in water; acetone 4 h; Ambient temperature;

1: bromine, anhydrous aluminum chloride / 1.) 5-10 deg C, 30 min, 2.) 70 deg C, 24h 2: 1.) bromine, aluminum foil, methylene iodide / 1.) 80 deg C, 35 min, 2.) 80 deg C, 15 min 3: 60 percent / H2O / 64 h / 60 °C / Irradiation 4: 85 percent / HCl, H2O / 3 h / Heating 5: 1.) NaOH, 2.) KMnO4 / 1.) H2O, 30 deg C, 2.) acetone, 30 deg C, 48,5h View Scheme

1: 60 percent / H2O / 64 h / 60 °C / Irradiation 2: 85 percent / HCl, H2O / 3 h / Heating 3: 1.) NaOH, 2.) KMnO4 / 1.) H2O, 30 deg C, 2.) acetone, 30 deg C, 48,5h View Scheme

1: 85 percent / HCl, H2O / 3 h / Heating 2: 1.) NaOH, 2.) KMnO4 / 1.) H2O, 30 deg C, 2.) acetone, 30 deg C, 48,5h View Scheme

ozone T=-78°C; Yield given;