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 15.1: phosphoric acid / ethanol / 0 - 50 °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 15.1: phosphoric acid / ethanol / 0 - 50 °C View Scheme

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 °C 2.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C 3.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.5 h / -20 °C 3.2: 3 h / -20 °C 4.1: Grubb's 2nd generation catalyst / dichloromethane / 18 h / 20 - 40 °C 5.1: boron trifluoride diethyl etherate / 1 h / -8 °C 6.1: trifluoroacetic acid / dichloromethane / 19 h / 0 - 20 °C 7.1: triethylamine / dichloromethane / 0.17 h / 0 °C 8.1: sodium azide / water; N,N-dimethyl-formamide / 18 h / 90 °C 9.1: hydrogen / ethanol / 18 h / 20 °C 10.1: phosphoric acid / ethanol / 0.5 h / 55 °C View Scheme

1.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C 2.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.5 h / -20 °C 2.2: 3 h / -20 °C 3.1: Grubb's 2nd generation catalyst / dichloromethane / 18 h / 20 - 40 °C 4.1: boron trifluoride diethyl etherate / 1 h / -8 °C 5.1: trifluoroacetic acid / dichloromethane / 19 h / 0 - 20 °C 6.1: triethylamine / dichloromethane / 0.17 h / 0 °C 7.1: sodium azide / water; N,N-dimethyl-formamide / 18 h / 90 °C 8.1: hydrogen / ethanol / 18 h / 20 °C 9.1: phosphoric acid / ethanol / 0.5 h / 55 °C View Scheme

1.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.5 h / -20 °C 1.2: 3 h / -20 °C 2.1: Grubb's 2nd generation catalyst / dichloromethane / 18 h / 20 - 40 °C 3.1: boron trifluoride diethyl etherate / 1 h / -8 °C 4.1: trifluoroacetic acid / dichloromethane / 19 h / 0 - 20 °C 5.1: triethylamine / dichloromethane / 0.17 h / 0 °C 6.1: sodium azide / water; N,N-dimethyl-formamide / 18 h / 90 °C 7.1: hydrogen / ethanol / 18 h / 20 °C 8.1: phosphoric acid / ethanol / 0.5 h / 55 °C View Scheme

1: Grubb's 2nd generation catalyst / dichloromethane / 18 h / 20 - 40 °C 2: boron trifluoride diethyl etherate / 1 h / -8 °C 3: trifluoroacetic acid / dichloromethane / 19 h / 0 - 20 °C 4: triethylamine / dichloromethane / 0.17 h / 0 °C 5: sodium azide / water; N,N-dimethyl-formamide / 18 h / 90 °C 6: hydrogen / ethanol / 18 h / 20 °C 7: phosphoric acid / ethanol / 0.5 h / 55 °C View Scheme

1: boron trifluoride diethyl etherate / 1 h / -8 °C 2: trifluoroacetic acid / dichloromethane / 19 h / 0 - 20 °C 3: triethylamine / dichloromethane / 0.17 h / 0 °C 4: sodium azide / water; N,N-dimethyl-formamide / 18 h / 90 °C 5: hydrogen / ethanol / 18 h / 20 °C 6: phosphoric acid / ethanol / 0.5 h / 55 °C View Scheme

1: trifluoroacetic acid / dichloromethane / 19 h / 0 - 20 °C 2: triethylamine / dichloromethane / 0.17 h / 0 °C 3: sodium azide / water; N,N-dimethyl-formamide / 18 h / 90 °C 4: hydrogen / ethanol / 18 h / 20 °C 5: phosphoric acid / ethanol / 0.5 h / 55 °C View Scheme

1.1: triethylamine / dichloromethane / 0.17 h / 0 °C 2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 °C 3.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C 4.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.5 h / -20 °C 4.2: 3 h / -20 °C 5.1: Grubb's 2nd generation catalyst / dichloromethane / 18 h / 20 - 40 °C 6.1: boron trifluoride diethyl etherate / 1 h / -8 °C 7.1: trifluoroacetic acid / dichloromethane / 19 h / 0 - 20 °C 8.1: triethylamine / dichloromethane / 0.17 h / 0 °C 9.1: sodium azide / water; N,N-dimethyl-formamide / 18 h / 90 °C 10.1: hydrogen / ethanol / 18 h / 20 °C 11.1: phosphoric acid / ethanol / 0.5 h / 55 °C View Scheme

5 Pd/C; hydrogen in ethanol T=24°C; 3 h;