1.1: sodium hydride / N,N-dimethyl-formamide; oil / 1 h / 25 °C 1.2: 50 °C 2.1: hydrogenchloride; water / ethanol / 60 °C 2.2: pH 8 3.1: potassium carbonate / acetonitrile / 4 h / Reflux 4.1: diethylamine; acetonitrile; ethanol / Resolution of racemate; Chiralpak.(R). AD View Scheme

1.1: hydrogenchloride; water / ethanol / 60 °C 1.2: pH 8 2.1: potassium carbonate / acetonitrile / 4 h / Reflux 3.1: diethylamine; acetonitrile; ethanol / Resolution of racemate; Chiralpak.(R). AD View Scheme

1.1: potassium tert-butylate / N,N-dimethyl-formamide / 25 °C 1.2: 1.5 h / 40 °C 2.1: sodium iodide / acetone / 20 h / 55 - 58 °C 3.1: potassium carbonate / acetone / 3 h / 55 - 58 °C View Scheme

1: sodium iodide / acetone / 20 h / 55 - 58 °C 2: potassium carbonate / acetone / 3 h / 55 - 58 °C View Scheme

1.1: sodium tetrahydroborate; pyridine / methanol / 9 h / |Reflux 2.1: bromine; sodium acetate; acetic acid 3.1: ammonia; sodium; anhydrous iron chloride / 2 h / 20 °C 4.1: borane-THF / ethanol; tetrahydrofuran / 13 h 5.1: triethylamine / dichloromethane / 20 °C 6.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / |Reflux 7.1: ethanol 8.1: sodium hydroxide / ethyl acetate 8.2: 18 h / |Reflux View Scheme

1.1: bromine; sodium acetate; acetic acid 2.1: ammonia; sodium; anhydrous iron chloride / 2 h / 20 °C 3.1: borane-THF / ethanol; tetrahydrofuran / 13 h 4.1: triethylamine / dichloromethane / 20 °C 5.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / |Reflux 6.1: ethanol 7.1: sodium hydroxide / ethyl acetate 7.2: 18 h / |Reflux View Scheme

1.1: triethylamine / dichloromethane / 20 °C 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / |Reflux 3.1: ethanol 4.1: sodium hydroxide / ethyl acetate 4.2: 18 h / |Reflux View Scheme

1.1: sodium acetate; tetrabutylammomium bromide; tris-(o-tolyl)phosphine; 5 palladium on charcoal / N,N-dimethyl acetamide / 12 h / |Reflux 2.1: sodium tetrahydroborate; pyridine / methanol / 9 h / |Reflux 3.1: bromine; sodium acetate; acetic acid 4.1: ammonia; sodium; anhydrous iron chloride / 2 h / 20 °C 5.1: borane-THF / ethanol; tetrahydrofuran / 13 h 6.1: triethylamine / dichloromethane / 20 °C 7.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / |Reflux 8.1: ethanol 9.1: sodium hydroxide / ethyl acetate 9.2: 18 h / |Reflux View Scheme

1.1: ethanol 2.1: sodium hydroxide / ethyl acetate 2.2: 18 h / |Reflux View Scheme

1.1: sodium tetrahydroborate; methanol / 0.33 h / 0 °C 2.1: acetic acid / 0.5 h / 0 °C 2.2: 0 - 20 °C 3.1: n-butyllithium / tetrahydrofuran; cyclohexane / 0.25 h / -60 °C 3.2: 1 h 4.1: sodium amide / 2 h / 20 °C 5.1: borane-THF / tetrahydrofuran / 12 h / 20 °C 5.2: 1 h 6.1: triethylamine / dichloromethane / 20 °C 7.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / |Reflux 8.1: ethanol / |Resolution of racemate 9.1: sodium hydroxide / ethyl acetate 10.1: potassium carbonate / acetone / 18 h / |Reflux View Scheme