1.1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 20 °C 2.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 °C 2.2: 1.25 h / -78 °C 3.1: pyridine; hydroxylamine hydrochloride / ethanol / 60 °C 4.1: triethylamine; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 20 °C 5.1: ammonium hydroxide / tetrahydrofuran / 48 h / -78 - 20 °C / |Sealed tube 6.1: triethylamine; iodine / methanol / 20 °C 7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C View Scheme

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 °C 1.2: 1.25 h / -78 °C 2.1: pyridine; hydroxylamine hydrochloride / ethanol / 60 °C 3.1: triethylamine; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 20 °C 4.1: ammonium hydroxide / tetrahydrofuran / 48 h / -78 - 20 °C / |Sealed tube 5.1: triethylamine; iodine / methanol / 20 °C 6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C View Scheme

thallium(III) trifluoromethanesulfonate; trifluoroacetic acid; sodium iodide 1.) 80 deg C, 2 h, 2.) RT, 45 min; Yield given. Multistep reaction;

1: 72 percent / 0.2N KOH, KMnO4 / dioxane / 2 h / Ambient temperature 2: 73 percent / N,N'-dicyclohexylcarbodiimide / dioxane; ethyl acetate / 6 h / Ambient temperature View Scheme

potassium hydroxide; potassium permanganate in 1,4-dioxane 2 h; Ambient temperature;

carbon tetrabromide; triphenylphosphine in dichloromethane T=20°C; 4 h;