potassium dioxotetrahydroxoosmate(VI); methanesulfonamide; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium hexacyanoferrate(III) in water; tert-butyl alcohol Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

1: 1.) K2Os(OH)4, (DHQD)2PHAL, K3Fe(CN)6, K2CO3, CH3SO2NH2, 2.) Na2SO3 / 1.) H2O, t-BuOH, 22 h, 2.) H2O, t-BuOH, 15 min 2: 85 percent / p-TsOH / acetone / 1 h 3: 1.) K2Os(OH)4, quinuclidine, K3Fe(CN)6, K2CO3, CH3SO2NH2, 2.) Na2SO3 / 1.) H2O, t-BuOH, 46 h, 2.) H2O, t-BuOH, 60 min 4: NaIO4 / tetrahydrofuran; H2O / 18 h / 55 °C View Scheme

1: oxygen / CH2Cl2 / -78 °C / Irradiation 2: diazene / CH2Cl2 / -40 °C View Scheme