1.1: 97 percent / triethylamine / PdCl2(CH2Cl2)dppf / 5 h / 90 °C / 6205.94 Torr 2.1: chloro(trimethyl)silane; sodium iodide; H2O / acetonitrile / 5 h / 65 °C 3.1: 70 percent / potassium carbonate; lithium bromide; tetrabutylammonium bromide / H2O; toluene / Heating 4.1: 94 percent / lithium hydroxide monohydrate / H2O; tetrahydrofuran / cooling 5.1: oxalyl chloride / CH2Cl2; dimethylformamide / cooling 6.1: NaHCO3 / CH2Cl2 / 20 °C 7.1: 98 percent / triphenylphosphine oxide; trifluoromethanesulfonic anhydride / CH2Cl2 / 0 - 20 °C 8.1: K3Fe(CN)6; potassium carbonate; CH3SO2NH2 / (DHQD)2-PYR; K2OsO2(OH)4 / 2-methyl-propan-2-ol; H2O / 40 h / 0 °C 8.2: 71 percent / iodine; CaCO3 / methanol; H2O / 15 h / 40 °C View Scheme

1.1: 97 percent / triethylamine / PdCl2(CH2Cl2)dppf / 5 h / 90 °C / 6205.94 Torr 2.1: chloro(trimethyl)silane; sodium iodide; H2O / acetonitrile / 5 h / 65 °C 3.1: 70 percent / potassium carbonate; lithium bromide; tetrabutylammonium bromide / H2O; toluene / Heating 4.1: 94 percent / lithium hydroxide monohydrate / H2O; tetrahydrofuran / cooling 5.1: oxalyl chloride / CH2Cl2; dimethylformamide / cooling 6.1: NaHCO3 / CH2Cl2 / 20 °C 7.1: 98 percent / triphenylphosphine oxide; trifluoromethanesulfonic anhydride / CH2Cl2 / 0 - 20 °C 8.1: K3Fe(CN)6; potassium carbonate; CH3SO2NH2 / (DHQD)2-PYR; K2OsO2(OH)4 / 2-methyl-propan-2-ol; H2O / 40 h / 0 °C 8.2: iodine; CaCO3 / methanol; H2O / 15 h / 40 °C View Scheme