1: 72 percent / TBAF / tetrahydrofuran / 0.5 h / Ambient temperature 2: 95 percent / NaH, LiBr / 1,2-dimethoxy-ethane; dimethylformamide; toluene / 24 h / 75 °C 3: 38 percent / Me6Sn2 / benzene / 24 h / 80 °C / Irradiation 4: 85 percent / PCC, Celite / CH2Cl2 / Ambient temperature View Scheme

1.1: n-BuLi / heptane; hexane / 1.75 h / 0 °C 1.2: 66 percent / heptane; hexane / 2 h / 0 °C 2.1: 99 percent / aq. trifluoroacetic acid / 4 h / 40 °C 3.1: 85 percent / sodium borohydride / aq. methanol / 0.33 h / 0 °C 4.1: sodium hydride / tetrahydrofuran / 0.5 h / 20 °C 4.2: 90 percent / tetrahydrofuran / 8 h / 20 °C 5.1: 89 percent / potassium acetate; palladium acetate; 1,3-bis(diphenylphosphino)propane / dimethylformamide / 25 h / 85 °C / 775.72 Torr 6.1: 97 percent / sodium iodide; trimethylsilyl chloride / acetonitrile / 24 h / 20 °C 7.1: 85 percent / cesium carbonate / dimethylsulfoxide / 3 h / 65 °C 8.1: 73 percent / trifluoroacetic acid / toluene / 24 h / 75 °C 9.1: 80 percent / acetic acid / 4 h / 100 °C 10.1: 88 percent / tetra-n-butylammonium iodide; boron tribromide / CH2Cl2 / 0.5 h / -40 °C 11.1: 62 percent / pyridinium chlorochromate; celite; isopropyl alcohol / CH2Cl2 / 1 h / 20 °C View Scheme

1.1: 85 percent / sodium borohydride / aq. methanol / 0.33 h / 0 °C 2.1: sodium hydride / tetrahydrofuran / 0.5 h / 20 °C 2.2: 90 percent / tetrahydrofuran / 8 h / 20 °C 3.1: 89 percent / potassium acetate; palladium acetate; 1,3-bis(diphenylphosphino)propane / dimethylformamide / 25 h / 85 °C / 775.72 Torr 4.1: 97 percent / sodium iodide; trimethylsilyl chloride / acetonitrile / 24 h / 20 °C 5.1: 85 percent / cesium carbonate / dimethylsulfoxide / 3 h / 65 °C 6.1: 73 percent / trifluoroacetic acid / toluene / 24 h / 75 °C 7.1: 80 percent / acetic acid / 4 h / 100 °C 8.1: 88 percent / tetra-n-butylammonium iodide; boron tribromide / CH2Cl2 / 0.5 h / -40 °C 9.1: 62 percent / pyridinium chlorochromate; celite; isopropyl alcohol / CH2Cl2 / 1 h / 20 °C View Scheme

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 20 °C 1.2: 90 percent / tetrahydrofuran / 8 h / 20 °C 2.1: 89 percent / potassium acetate; palladium acetate; 1,3-bis(diphenylphosphino)propane / dimethylformamide / 25 h / 85 °C / 775.72 Torr 3.1: 97 percent / sodium iodide; trimethylsilyl chloride / acetonitrile / 24 h / 20 °C 4.1: 85 percent / cesium carbonate / dimethylsulfoxide / 3 h / 65 °C 5.1: 73 percent / trifluoroacetic acid / toluene / 24 h / 75 °C 6.1: 80 percent / acetic acid / 4 h / 100 °C 7.1: 88 percent / tetra-n-butylammonium iodide; boron tribromide / CH2Cl2 / 0.5 h / -40 °C 8.1: 62 percent / pyridinium chlorochromate; celite; isopropyl alcohol / CH2Cl2 / 1 h / 20 °C View Scheme

1.1: 99 percent / aq. trifluoroacetic acid / 4 h / 40 °C 2.1: 85 percent / sodium borohydride / aq. methanol / 0.33 h / 0 °C 3.1: sodium hydride / tetrahydrofuran / 0.5 h / 20 °C 3.2: 90 percent / tetrahydrofuran / 8 h / 20 °C 4.1: 89 percent / potassium acetate; palladium acetate; 1,3-bis(diphenylphosphino)propane / dimethylformamide / 25 h / 85 °C / 775.72 Torr 5.1: 97 percent / sodium iodide; trimethylsilyl chloride / acetonitrile / 24 h / 20 °C 6.1: 85 percent / cesium carbonate / dimethylsulfoxide / 3 h / 65 °C 7.1: 73 percent / trifluoroacetic acid / toluene / 24 h / 75 °C 8.1: 80 percent / acetic acid / 4 h / 100 °C 9.1: 88 percent / tetra-n-butylammonium iodide; boron tribromide / CH2Cl2 / 0.5 h / -40 °C 10.1: 62 percent / pyridinium chlorochromate; celite; isopropyl alcohol / CH2Cl2 / 1 h / 20 °C View Scheme

1: 89 percent / potassium acetate; palladium acetate; 1,3-bis(diphenylphosphino)propane / dimethylformamide / 25 h / 85 °C / 775.72 Torr 2: 97 percent / sodium iodide; trimethylsilyl chloride / acetonitrile / 24 h / 20 °C 3: 85 percent / cesium carbonate / dimethylsulfoxide / 3 h / 65 °C 4: 73 percent / trifluoroacetic acid / toluene / 24 h / 75 °C 5: 80 percent / acetic acid / 4 h / 100 °C 6: 88 percent / tetra-n-butylammonium iodide; boron tribromide / CH2Cl2 / 0.5 h / -40 °C 7: 62 percent / pyridinium chlorochromate; celite; isopropyl alcohol / CH2Cl2 / 1 h / 20 °C View Scheme

1: 80 percent / acetic acid / 4 h / 100 °C 2: 88 percent / tetra-n-butylammonium iodide; boron tribromide / CH2Cl2 / 0.5 h / -40 °C 3: 62 percent / pyridinium chlorochromate; celite; isopropyl alcohol / CH2Cl2 / 1 h / 20 °C View Scheme

1: 85 percent / cesium carbonate / dimethylsulfoxide / 3 h / 65 °C 2: 73 percent / trifluoroacetic acid / toluene / 24 h / 75 °C 3: 80 percent / acetic acid / 4 h / 100 °C 4: 88 percent / tetra-n-butylammonium iodide; boron tribromide / CH2Cl2 / 0.5 h / -40 °C 5: 62 percent / pyridinium chlorochromate; celite; isopropyl alcohol / CH2Cl2 / 1 h / 20 °C View Scheme

1: 97 percent / sodium iodide; trimethylsilyl chloride / acetonitrile / 24 h / 20 °C 2: 85 percent / cesium carbonate / dimethylsulfoxide / 3 h / 65 °C 3: 73 percent / trifluoroacetic acid / toluene / 24 h / 75 °C 4: 80 percent / acetic acid / 4 h / 100 °C 5: 88 percent / tetra-n-butylammonium iodide; boron tribromide / CH2Cl2 / 0.5 h / -40 °C 6: 62 percent / pyridinium chlorochromate; celite; isopropyl alcohol / CH2Cl2 / 1 h / 20 °C View Scheme

1: 73 percent / trifluoroacetic acid / toluene / 24 h / 75 °C 2: 80 percent / acetic acid / 4 h / 100 °C 3: 88 percent / tetra-n-butylammonium iodide; boron tribromide / CH2Cl2 / 0.5 h / -40 °C 4: 62 percent / pyridinium chlorochromate; celite; isopropyl alcohol / CH2Cl2 / 1 h / 20 °C View Scheme