1: 30percent HBr/HOAc / 12 h / 20 °C 2: 89 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide, 1-hydroxybenzotriazole (HOBT), Et3N / tetrahydrofuran 3: TFA / H2O; toluene 4: DDQ 5: diisobutylaluminum hydride (DIBAH) / CH2Cl2 6: 1.) NaBH4; 2.) aq. NaOH / 1.) MeOH 7: 72 percent / 48percent HBr View Scheme

1: diisobutylaluminum hydride (DIBAH) / CH2Cl2 2: 1.) NaBH4; 2.) aq. NaOH / 1.) MeOH 3: 72 percent / 48percent HBr View Scheme

sulfuric acid in 1,4-dioxane 0.5 h; Irradiation;

sulfuric acid in 1,4-dioxane 0.5 h; Irradiation;

1: 1.) OsO4, (DHQD)2-Pyr, 2.) I2, CaCO3 2: 47 percent / ICl 3: 72 percent / aq. HI 4: 88 percent / NaH, LiBr / 1,2-dimethoxy-ethane; dimethylformamide 5: Me3SnSnMe3 / benzene / 70 °C / Irradiation View Scheme

1: 47 percent / ICl 2: 72 percent / aq. HI 3: 88 percent / NaH, LiBr / 1,2-dimethoxy-ethane; dimethylformamide 4: Me3SnSnMe3 / benzene / 70 °C / Irradiation 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

1.1: hydrogenchloride; water / methanol / 2 h / 20 °C 2.1: sodium periodate / water; acetonitrile / 2 h / 20 °C 3.1: sodium dihydrogenphosphate / 2-methyl-but-2-ene; water; acetonitrile / 0.5 h 3.2: 2 h / 20 °C 4.1: palladium 10 on activated carbon; hydrogen / methanol / 12 h / 20 °C 5.1: hydrogenchloride; water / 3 h / 100 °C 6.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 50 °C / Inert atmosphere 7.1: palladium diacetate; potassium carbonate; triphenylphosphine / toluene / 16 h / Reflux; Inert atmosphere 8.1: hydrogen bromide / water / 2 h / Reflux View Scheme

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