1.1: triethylamine / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 2.1: manganese(IV) oxide / dichloromethane / 20 °C / Inert atmosphere 3.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere 4.1: boron trifluoride diethyl etherate / dichloromethane / 0.67 h / -78 °C / Inert atmosphere 4.2: -78 °C / Inert atmosphere 5.1: 1,3,5-trimethyl-benzene / 6 h / 160 - 170 °C / Sealed tube; Inert atmosphere 6.1: acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone / 1,4-dioxane / 0.5 h / 20 °C / Inert atmosphere 6.2: 1 h / 20 °C / Inert atmosphere 7.1: K2OsO4*2H2O; (DHQD)2-PYR; methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III) / water; tert-butyl alcohol / 48 h / 0 °C / Inert atmosphere 8.1: iodine; calcium carbonate / methanol; water / 15 h / 40 °C / Inert atmosphere 9.1: hydrogen bromide / water / 5 h / 110 °C / Sealed tube; Inert atmosphere View Scheme

1.1: manganese(IV) oxide / dichloromethane / 20 °C / Inert atmosphere 2.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere 3.1: boron trifluoride diethyl etherate / dichloromethane / 0.67 h / -78 °C / Inert atmosphere 3.2: -78 °C / Inert atmosphere 4.1: 1,3,5-trimethyl-benzene / 6 h / 160 - 170 °C / Sealed tube; Inert atmosphere 5.1: acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone / 1,4-dioxane / 0.5 h / 20 °C / Inert atmosphere 5.2: 1 h / 20 °C / Inert atmosphere 6.1: K2OsO4*2H2O; (DHQD)2-PYR; methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III) / water; tert-butyl alcohol / 48 h / 0 °C / Inert atmosphere 7.1: iodine; calcium carbonate / methanol; water / 15 h / 40 °C / Inert atmosphere 8.1: hydrogen bromide / water / 5 h / 110 °C / Sealed tube; Inert atmosphere View Scheme

1: sodium methylate / methanol / 1 h / 0 °C 2: trichlorophosphate / Reflux 3: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran / 1 h / 0 °C 4: phosphorus tribromide / chloroform / 12 h / Reflux 5: potassium carbonate / N,N-dimethyl-formamide / 4 h / 50 °C / Inert atmosphere 6: palladium diacetate; potassium carbonate; triphenylphosphine / toluene / 16 h / Reflux; Inert atmosphere 7: hydrogen bromide / water / 2 h / Reflux View Scheme

1: trichlorophosphate / Reflux 2: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran / 1 h / 0 °C 3: phosphorus tribromide / chloroform / 12 h / Reflux 4: potassium carbonate / N,N-dimethyl-formamide / 4 h / 50 °C / Inert atmosphere 5: palladium diacetate; potassium carbonate; triphenylphosphine / toluene / 16 h / Reflux; Inert atmosphere 6: hydrogen bromide / water / 2 h / Reflux View Scheme

1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran / 1 h / 0 °C 2: phosphorus tribromide / chloroform / 12 h / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 4 h / 50 °C / Inert atmosphere 4: palladium diacetate; potassium carbonate; triphenylphosphine / toluene / 16 h / Reflux; Inert atmosphere 5: hydrogen bromide / water / 2 h / Reflux View Scheme

1: phosphorus tribromide / chloroform / 12 h / Reflux 2: potassium carbonate / N,N-dimethyl-formamide / 4 h / 50 °C / Inert atmosphere 3: palladium diacetate; potassium carbonate; triphenylphosphine / toluene / 16 h / Reflux; Inert atmosphere 4: hydrogen bromide / water / 2 h / Reflux View Scheme

1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 50 °C / Inert atmosphere 2: palladium diacetate; potassium carbonate; triphenylphosphine / toluene / 16 h / Reflux; Inert atmosphere 3: hydrogen bromide / water / 2 h / Reflux View Scheme

1: palladium diacetate; potassium carbonate; triphenylphosphine / toluene / 16 h / Reflux; Inert atmosphere 2: hydrogen bromide / water / 2 h / Reflux View Scheme

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C 2.1: sodium hydride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere 2.2: 4 h / 70 °C / Inert atmosphere 3.1: hydrogenchloride; water / methanol / 2 h / 20 °C 4.1: sodium periodate / water; acetonitrile / 2 h / 20 °C 5.1: sodium dihydrogenphosphate / 2-methyl-but-2-ene; water; acetonitrile / 0.5 h 5.2: 2 h / 20 °C 6.1: palladium 10 on activated carbon; hydrogen / methanol / 12 h / 20 °C 7.1: hydrogenchloride; water / 3 h / 100 °C 8.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 50 °C / Inert atmosphere 9.1: palladium diacetate; potassium carbonate; triphenylphosphine / toluene / 16 h / Reflux; Inert atmosphere 10.1: hydrogen bromide / water / 2 h / Reflux View Scheme

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere 1.2: 4 h / 70 °C / Inert atmosphere 2.1: hydrogenchloride; water / methanol / 2 h / 20 °C 3.1: sodium periodate / water; acetonitrile / 2 h / 20 °C 4.1: sodium dihydrogenphosphate / 2-methyl-but-2-ene; water; acetonitrile / 0.5 h 4.2: 2 h / 20 °C 5.1: palladium 10 on activated carbon; hydrogen / methanol / 12 h / 20 °C 6.1: hydrogenchloride; water / 3 h / 100 °C 7.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 50 °C / Inert atmosphere 8.1: palladium diacetate; potassium carbonate; triphenylphosphine / toluene / 16 h / Reflux; Inert atmosphere 9.1: hydrogen bromide / water / 2 h / Reflux View Scheme