1: boron trifluoride diethyl etherate / 0.5 h / -10 °C 2: hydrogenchloride / ethanol; water / 12 h / 25 °C 3: triethylamine / dichloromethane / 1 h / 0 °C 4: sodium azide / N,N-dimethyl-formamide / 3 h / 80 °C 5: hydrogen / ethanol / 20 °C View Scheme

1.1: copper(II) bis(trifluoromethanesulfonate); borane-THF / 0.17 h / 20 °C / |Inert atmosphere 2.1: 1H-imidazole; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 24 h / 20 °C / |Inert atmosphere 3.1: pyridine / dichloromethane / 1 h / -15 °C / |Inert atmosphere 4.1: sodium azide / N,N-dimethyl-formamide / 2 h / 20 °C 5.1: triphenylphosphine / tetrahydrofuran / 4 h / 20 °C 5.2: 4 h / 20 °C 6.1: pyridine / 2 h / 0 - 20 °C 7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C / |Inert atmosphere 8.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 1 h / -78 °C / |Inert atmosphere 8.2: 0.75 h / -78 - 20 °C / |Inert atmosphere 9.1: titanium tetrachloride / dichloromethane / 0.25 h / 0 °C / |Inert atmosphere 9.2: 2 h / 0 °C / |Inert atmosphere 10.1: 10 Pd/C; hydrogen / ethanol / 96 h / 20 °C 11.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C / |Inert atmosphere 12.1: triethylamine / dichloromethane / 0.75 h / 0 °C 13.1: sodium azide / ethanol; water / 8 h / |Reflux 14.1: triphenylphosphine / tetrahydrofuran / 4 h / 20 °C 14.2: Staudinger Azide Reduction / 24 h / 20 °C View Scheme

1.1: copper(II) bis(trifluoromethanesulfonate); borane-THF / 0.17 h / 20 °C / |Inert atmosphere 2.1: 1H-imidazole; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 24 h / 20 °C / |Inert atmosphere 3.1: pyridine / dichloromethane / 1 h / -15 °C / |Inert atmosphere 4.1: sodium azide / N,N-dimethyl-formamide / 2 h / 20 °C 5.1: triphenylphosphine / tetrahydrofuran / 4 h / 20 °C 5.2: 4 h / 20 °C 6.1: pyridine / 2 h / 0 - 20 °C 7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C / |Inert atmosphere 8.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 1 h / -78 °C / |Inert atmosphere 8.2: 0.75 h / -78 - 20 °C / |Inert atmosphere 9.1: titanium tetrachloride / dichloromethane / 0.25 h / 0 °C / |Inert atmosphere 9.2: 2 h / 0 °C / |Inert atmosphere 10.1: 10 Pd/C; hydrogen / ethanol / 96 h / 20 °C 11.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C / |Inert atmosphere 12.1: triethylamine / dichloromethane / 0.75 h / 0 °C 13.1: sodium azide / ethanol; water / 8 h / |Reflux 14.1: triphenylphosphine / tetrahydrofuran / 4 h / 20 °C 14.2: Staudinger Azide Reduction / 24 h / 20 °C View Scheme

1.1: triethylsilane; titanium tetrachloride / dichloromethane / 0.08 h / -78 °C / |Inert atmosphere 2.1: 1H-imidazole; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 24 h / 20 °C / |Inert atmosphere 3.1: pyridine / dichloromethane / 1 h / -15 °C / |Inert atmosphere 4.1: sodium azide / N,N-dimethyl-formamide / 2 h / 20 °C 5.1: triphenylphosphine / tetrahydrofuran / 4 h / 20 °C 5.2: 4 h / 20 °C 6.1: pyridine / 2 h / 0 - 20 °C 7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C / |Inert atmosphere 8.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 1 h / -78 °C / |Inert atmosphere 8.2: 0.75 h / -78 - 20 °C / |Inert atmosphere 9.1: titanium tetrachloride / dichloromethane / 0.25 h / 0 °C / |Inert atmosphere 9.2: 2 h / 0 °C / |Inert atmosphere 10.1: 10 Pd/C; hydrogen / ethanol / 96 h / 20 °C 11.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C / |Inert atmosphere 12.1: triethylamine / dichloromethane / 0.75 h / 0 °C 13.1: sodium azide / ethanol; water / 8 h / |Reflux 14.1: triphenylphosphine / tetrahydrofuran / 4 h / 20 °C 14.2: Staudinger Azide Reduction / 24 h / 20 °C View Scheme

1.1: bis(η3-allyl-μ-chloropalladium(II)); (R,R)-DACH phenyl Trost's ligand / tetrahydrofuran / 0.33 h / 40 °C / Inert atmosphere 1.2: 8 h / 40 °C / Inert atmosphere 1.3: 10 h / Inert atmosphere; Reflux 2.1: potassium hexamethylsilazane / tetrahydrofuran / 6 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / toluene / 2 h / 0 °C / Inert atmosphere 3.2: 5 h / 60 °C / Inert atmosphere 3.3: 20 °C / Inert atmosphere; Molecular sieve 4.1: boron trifluoride diethyl etherate / 75 °C / Inert atmosphere 5.1: pyridine; 4-(N,N-dimethlyamino)pyridine / 1 h / 150 °C / Inert atmosphere; Microwave irradiation 6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere 7.1: hydrazine / ethanol / 10 h / 68 °C / Inert atmosphere View Scheme

1: KU-2-8 cationite / 15 h / |Reflux 2: triethylamine / ethyl acetate / 4 h / 0 - 3 °C 3: sodium azide; ammonium chloride / methanol / 6.5 h / 10 - 20 °C 4: toluene / 1 h / 20 °C 5: toluene / 7 h / |Reflux 6: boron trifluoride diethyl etherate / 17 h / 0 - 20 °C 7: sulfuric acid / ethanol / 16 h / 78 °C 8: sodium carbonate / 0.5 h / 20 °C / pH 6.5 - 7 9: sodium azide / water; ethanol / 24 h / |Reflux 10: triphenylphosphine; acetic acid / water; tetrahydrofuran / 16 h / 45 °C View Scheme

1: triethylamine / ethyl acetate / 4 h / 0 - 3 °C 2: sodium azide; ammonium chloride / methanol / 6.5 h / 10 - 20 °C 3: toluene / 1 h / 20 °C 4: toluene / 7 h / |Reflux 5: boron trifluoride diethyl etherate / 17 h / 0 - 20 °C 6: sulfuric acid / ethanol / 16 h / 78 °C 7: sodium carbonate / 0.5 h / 20 °C / pH 6.5 - 7 8: sodium azide / water; ethanol / 24 h / |Reflux 9: triphenylphosphine; acetic acid / water; tetrahydrofuran / 16 h / 45 °C View Scheme

1: sodium azide; ammonium chloride / methanol / 6.5 h / 10 - 20 °C 2: toluene / 1 h / 20 °C 3: toluene / 7 h / |Reflux 4: boron trifluoride diethyl etherate / 17 h / 0 - 20 °C 5: sulfuric acid / ethanol / 16 h / 78 °C 6: sodium carbonate / 0.5 h / 20 °C / pH 6.5 - 7 7: sodium azide / water; ethanol / 24 h / |Reflux 8: triphenylphosphine; acetic acid / water; tetrahydrofuran / 16 h / 45 °C View Scheme

1: toluene / 1 h / 20 °C 2: toluene / 7 h / |Reflux 3: boron trifluoride diethyl etherate / 17 h / 0 - 20 °C 4: sulfuric acid / ethanol / 16 h / 78 °C 5: sodium carbonate / 0.5 h / 20 °C / pH 6.5 - 7 6: sodium azide / water; ethanol / 24 h / |Reflux 7: triphenylphosphine; acetic acid / water; tetrahydrofuran / 16 h / 45 °C View Scheme

1.1: potassium hexamethylsilazane / tetrahydrofuran / 6 h / -78 °C / Inert atmosphere 1.2: -78 - 20 °C / Inert atmosphere 2.1: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / toluene / 2 h / 0 °C / Inert atmosphere 2.2: 5 h / 60 °C / Inert atmosphere 2.3: 20 °C / Inert atmosphere; Molecular sieve 3.1: boron trifluoride diethyl etherate / 75 °C / Inert atmosphere 4.1: pyridine; 4-(N,N-dimethlyamino)pyridine / 1 h / 150 °C / Inert atmosphere; Microwave irradiation 5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere 6.1: hydrazine / ethanol / 10 h / 68 °C / Inert atmosphere View Scheme