sodium hypochlorite; ruthenium trichloride in dichloromethane

potassium permanganate in acetic acid 0.5 h; Ambient temperature;

1: 88 percent / ZnCl2*OEt2 / CH2Cl2 / -78 °C 2: 77 percent / aq. NaOCl / RuCl3 / CH2Cl2 View Scheme

pyridinium chlorochromate in dichloromethane T=20°C;

sulfuric acid

1: 1.) sodium hydride, butyllithium; 2.) boron trifluoride etherate; 2.) p-toluenesulfonic acid, 4 Angstroem molecular sieves / 1.) hexane, THF, -78 deg C to 0 degC, 2 h; 2.) THF; 3.) benzene, reflux, 1 h 2: 72 percent / KMnO4 / acetic acid / 0.5 h / Ambient temperature View Scheme

sulfuric acid Ambient temperature;

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