1.1: BuLi; 2,2,6,6-tetramethylpiperidine / tetrahydrofuran; hexane / 0.5 h / -78 °C 1.2: tetrahydrofuran; hexane / 0.5 h / -78 °C 1.3: H2SO4; AcOH / ethanol / 3 h / Heating 2.1: 2.1 g / Cs2CO3 / ethanol / 24 h / 20 °C View Scheme

1.1: bromine / water / 20 °C 2.1: oxalyl dichloride / dichloromethane / 4 h / 0 - 20 °C 2.2: 0.17 h / 0 °C View Scheme

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -65 °C / Inert atmosphere 1.2: 3 h / 20 °C / Inert atmosphere 2.1: potassium borohydride; lithium chloride / tetrahydrofuran / 12 h / 35 °C 3.1: 1H-imidazole / dichloromethane / 1 h / 20 °C 4.1: pyridinium chlorochromate / dichloromethane / 12 h / 20 °C 5.1: titanium tetrachloride; zinc; 1,1-dibromomethane / tetrahydrofuran; dichloromethane / 5 h / -40 - 20 °C 6.1: K2OsO4*2H2O; methanesulfonamide; potassium carbonate; (DHQ)2PHAL; potassium hexacyanoferrate(III) / water; tert-butyl alcohol / 40 h / 0 - 20 °C 7.1: sodium chlorite; sodium hypochlorite; 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical / water; acetonitrile / 5 h / 20 °C / pH 6.7 / aq. phosphate buffer 8.1: hydrogenchloride / water / 10 h / Reflux View Scheme

1: With oxalyl dichloride; N,N-dimethyl-formamide in dichloromethane T=20°C; 1 h; 2: With ammonia in acetonitrile; Petroleum ether T=-35 - 20°C;

1: 74 percent / dicyclohexyldicarboimide / dioxane / 6.5 h / 20 °C 2: NaHCO3 / dioxane; H2O / 6 h / Ambient temperature View Scheme

1.1: dimethylsulfide borane complex / tetrahydrofuran / 16 h / 70 °C 1.2: 0.33 h / 0 °C 2.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 3 h / 20 °C View Scheme