1.1: sulfuric acid / 12 h / Reflux 2.1: lithium aluminium tetrahydride; AlCl3, aluminium chloride / diethyl ether / 2 h / -20 - 20 °C 3.1: triethylamine / dichloromethane / 3 h / 0 °C 4.1: sodium azide / dimethyl sulfoxide / 20 h / 70 °C / Inert atmosphere 5.1: triphenylphosphine / diethyl ether / 1 h / 0 °C 5.2: 20 h / 20 °C 6.1: potassium carbonate / dichloromethane / 4.42 h / 0 - 20 °C 7.1: 4-(N,N-dimethlyamino)pyridine / acetonitrile / 5 h 8.1: Grubb's 2nd generation catalyst / toluene / 15 h / 80 °C / Inert atmosphere 9.1: sodium tetrahydroborate; NiII chloride hexahydrate / methanol / 1.25 h / 15 °C 10.1: trifluoroacetic acid / dichloromethane / 0.75 h / 0 °C 11.1: hydrogenchloride / water / 24 h / Reflux 11.2: pH 4 - 5 View Scheme

1.1: sulfuric acid / 12 h / Reflux 2.1: lithium aluminium tetrahydride; AlCl3, aluminium chloride / diethyl ether / 2 h / -20 - 20 °C 3.1: triethylamine / dichloromethane / 3 h / 0 °C 4.1: sodium azide / dimethyl sulfoxide / 20 h / 70 °C / Inert atmosphere 5.1: triphenylphosphine / diethyl ether / 1 h / 0 °C 5.2: 20 h / 20 °C 6.1: potassium carbonate / dichloromethane / 4.42 h / 0 - 20 °C 7.1: 4-(N,N-dimethlyamino)pyridine / acetonitrile / 5 h 8.1: Grubb's 2nd generation catalyst / toluene / 15 h / 80 °C / Inert atmosphere 9.1: sodium tetrahydroborate; NiII chloride hexahydrate / methanol / 1.25 h / 15 °C 10.1: trifluoroacetic acid / dichloromethane / 0.75 h / 0 °C 11.1: hydrogenchloride / water / 24 h / Reflux 11.2: pH 4 - 5 View Scheme

1: 1 h / 80 °C 2: SOCl2 / CHCl3; dimethylformamide / 0.5 h / Heating View Scheme