1.1: BF3*Et2O; NaBH4 / tetrahydrofuran / 24 h / 20 °C 1.2: 63 percent / aq. HCl / ethyl acetate View Scheme

1.1: potassium carbonate / acetone / 55 °C 2.1: AlCl3, aluminium chloride / dichloromethane / 2.5 h / 0 - 20 °C / |Inert atmosphere 3.1: norborn-2-ene; palladium diacetate; triphenylphosphine; caesium carbonate / 12 h / 80 °C 4.1: titanium tetraethoxide / tetrahydrofuran / 0.17 h / 0 °C / |Inert atmosphere 4.2: 24 h / 60 °C / |Inert atmosphere 5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / -78 °C / |Inert atmosphere; |Heating 6.1: hydrogenchloride; water / methanol / 4 h / 0 - 20 °C / |Inert atmosphere 7.1: palladium 10 on activated carbon; hydrogen / ethyl acetate; acetic acid / 24 h / 45 °C / 2068.65 Torr 8.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C / |Inert atmosphere 9.1: triethylamine / dichloromethane / 1 h / 20 °C 10.1: potassium phtalimide / N,N-dimethyl-formamide / 1 h / 100 °C 10.2: 3 h / |Reflux 11.1: triethylamine / dichloromethane / 20 °C View Scheme

1.1: AlCl3, aluminium chloride / dichloromethane / 2.5 h / 0 - 20 °C / |Inert atmosphere 2.1: norborn-2-ene; palladium diacetate; triphenylphosphine; caesium carbonate / 12 h / 80 °C 3.1: titanium tetraethoxide / tetrahydrofuran / 0.17 h / 0 °C / |Inert atmosphere 3.2: 24 h / 60 °C / |Inert atmosphere 4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / -78 °C / |Inert atmosphere; |Heating 5.1: hydrogenchloride; water / methanol / 4 h / 0 - 20 °C / |Inert atmosphere 6.1: palladium 10 on activated carbon; hydrogen / ethyl acetate; acetic acid / 24 h / 45 °C / 2068.65 Torr 7.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C / |Inert atmosphere 8.1: triethylamine / dichloromethane / 1 h / 20 °C 9.1: potassium phtalimide / N,N-dimethyl-formamide / 1 h / 100 °C 9.2: 3 h / |Reflux 10.1: triethylamine / dichloromethane / 20 °C View Scheme

1.1: toluene-4-sulfonic acid / toluene / 140 °C / |Dean-Stark 2.1: potassium carbonate; norborn-2-ene; palladium diacetate; triphenylphosphine / ethylene glycol dimethyl ether / 16 h / 80 °C / |Inert atmosphere 3.1: hydrogenchloride / water; tetrahydrofuran / 2 h / 0 - 20 °C 4.1: titanium tetraethoxide / tetrahydrofuran / 0.17 h / 0 °C / |Inert atmosphere 4.2: 24 h / 60 °C / |Inert atmosphere 5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / -78 °C / |Inert atmosphere; |Heating 6.1: hydrogenchloride; water / methanol / 4 h / 0 - 20 °C / |Inert atmosphere 7.1: palladium 10 on activated carbon; hydrogen / ethyl acetate; acetic acid / 24 h / 45 °C / 2068.65 Torr 8.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C / |Inert atmosphere 9.1: triethylamine / dichloromethane / 1 h / 20 °C 10.1: potassium phtalimide / N,N-dimethyl-formamide / 1 h / 100 °C 10.2: 3 h / |Reflux 11.1: triethylamine / dichloromethane / 20 °C View Scheme

1.1: hydrogenchloride; sodium nitrite / water / 0.5 h / 0 °C / |Large scale 1.2: 1 h / 0 °C / |Large scale 1.3: 2.5 h / 0 - 20 °C / |Large scale 2.1: potassium carbonate / acetone / 55 °C 3.1: AlCl3, aluminium chloride / dichloromethane / 2.5 h / 0 - 20 °C / |Inert atmosphere 4.1: norborn-2-ene; palladium diacetate; triphenylphosphine; caesium carbonate / 12 h / 80 °C 5.1: titanium tetraethoxide / tetrahydrofuran / 0.17 h / 0 °C / |Inert atmosphere 5.2: 24 h / 60 °C / |Inert atmosphere 6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / -78 °C / |Inert atmosphere; |Heating 7.1: hydrogenchloride; water / methanol / 4 h / 0 - 20 °C / |Inert atmosphere 8.1: palladium 10 on activated carbon; hydrogen / ethyl acetate; acetic acid / 24 h / 45 °C / 2068.65 Torr 9.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C / |Inert atmosphere 10.1: triethylamine / dichloromethane / 1 h / 20 °C 11.1: potassium phtalimide / N,N-dimethyl-formamide / 1 h / 100 °C 11.2: 3 h / |Reflux 12.1: triethylamine / dichloromethane / 20 °C View Scheme

1.1: H2; Ru(OAc)2[(R)-binap] / ethanol / 6 h / 50 °C / 75006 Torr 2.1: BF3*Et2O; NaBH4 / tetrahydrofuran / 24 h / 20 °C 2.2: 63 percent / aq. HCl / ethyl acetate View Scheme

1.1: NaH / tetrahydrofuran / 0.5 h / 20 °C 1.2: 83 percent / tetrahydrofuran / 2 h / 20 °C 2.1: 32 percent / aq. H2O2; KOH / dimethylsulfoxide; H2O / 3 h / 20 °C 3.1: H2; Ru(OAc)2[(R)-binap] / ethanol / 6 h / 50 °C / 75006 Torr 4.1: BF3*Et2O; NaBH4 / tetrahydrofuran / 24 h / 20 °C 4.2: 63 percent / aq. HCl / ethyl acetate View Scheme

1.1: 32 percent / aq. H2O2; KOH / dimethylsulfoxide; H2O / 3 h / 20 °C 2.1: H2; Ru(OAc)2[(R)-binap] / ethanol / 6 h / 50 °C / 75006 Torr 3.1: BF3*Et2O; NaBH4 / tetrahydrofuran / 24 h / 20 °C 3.2: 63 percent / aq. HCl / ethyl acetate View Scheme

1.1: (R)-diphenylprolinol trimethylsilyl ether / ethanol / 16 h / 0 °C 2.1: sodium dihydrogenphosphate; sodium chlorite / 2-methyl-but-2-ene; water; tert-butyl alcohol / 3 h / 20 °C 3.1: thionyl chloride / dichloromethane / 2 h / 60 °C 3.2: 16 h / 0 - 20 °C 4.1: palladium 10 on activated carbon; hydrogen / methanol / 5 h / 20 °C 5.1: sodium hydroxide / methanol; water / 2 h / Reflux 5.2: 0.5 h / 160 °C / Inert atmosphere 6.1: thionyl chloride / toluene / 2 h / 60 °C 7.1: ammonia / dichloromethane / 0.17 h 8.1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 0 - 20 °C 9.1: triethylamine / dichloromethane / 1 h / 20 °C View Scheme

1.1: sodium dihydrogenphosphate; sodium chlorite / 2-methyl-but-2-ene; water; tert-butyl alcohol / 3 h / 20 °C 2.1: thionyl chloride / dichloromethane / 2 h / 60 °C 2.2: 16 h / 0 - 20 °C 3.1: palladium 10 on activated carbon; hydrogen / methanol / 5 h / 20 °C 4.1: sodium hydroxide / methanol; water / 2 h / Reflux 4.2: 0.5 h / 160 °C / Inert atmosphere 5.1: thionyl chloride / toluene / 2 h / 60 °C 6.1: ammonia / dichloromethane / 0.17 h 7.1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 0 - 20 °C 8.1: triethylamine / dichloromethane / 1 h / 20 °C View Scheme