1: sodium hydroxide / water; methanol / 1 h 2: ammonium chloride / water; methanol / 3 h / 50 °C 3: sodium hydroxide; dihydrogen peroxide / water; methanol / 6 h / 20 - 70 °C / Reflux View Scheme

1.1: sodium iodide; sodium azide / N,N-dimethyl-formamide / 16 h / 70 °C / Inert atmosphere 2.1: triphenylphosphine / acetonitrile / 13.5 h / 20 - 70 °C 2.2: 2 h 3.1: 18-crown-6 ether; ammonium chloride / dimethyl sulfoxide / 2 h / 80 °C 4.1: potassium hydroxide / ethanol; water / 12 h / 80 °C 4.2: 20 °C View Scheme

1.1: sodium hydroxide / water; methanol / 1 h 2.1: copper(I) bromide dimethylsulfide complex / tetrahydrofuran / -78 - 0 °C / Inert atmosphere 3.1: 4-(N,N-dimethlyamino)pyridine; triethylamine; methanesulfonyl chloride / dichloromethane / 1.5 h 3.2: 1 h / 70 °C 4.1: sodium periodate; water / ruthenium trichloride / acetonitrile / 5 h / 0 °C 5.1: N,N-dimethyl-formamide; water / 0.25 h 5.2: 0.17 h / 10 °C 5.3: 1 h / 0 °C 6.1: triphenylphosphine / tetrahydrofuran / 2 h / 50 °C 6.2: 10 h View Scheme