1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / acetone / 20 °C / Darkness 2: sodium periodate; silica gel / tetrahydrofuran; diethyl ether; water / 0.5 h / 20 °C 3: triethylamine / N,N-dimethyl-formamide / 48 h / 20 °C / Inert atmosphere 4: tris-[2-carboxyethyl]-phosphine / water; acetonitrile / pH 7.4 / aq. phosphate buffer; Inert atmosphere 5: water; acetonitrile / pH 7.4 / aq. phosphate buffer; Inert atmosphere View Scheme

1.1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / acetone / 20 °C / Darkness 2.1: sodium periodate; silica gel / tetrahydrofuran; diethyl ether; water / 0.5 h / 20 °C 3.1: triethylamine / N,N-dimethyl-formamide / 48 h / 20 °C / Inert atmosphere 4.1: tris-[2-carboxyethyl]-phosphine / water; acetonitrile / pH 7.4 / aq. phosphate buffer; Inert atmosphere 5.1: water; acetonitrile / pH 7.4 / aq. phosphate buffer; Inert atmosphere 6.1: sulfuric acid; sodium nitrite / tetrahydrofuran; water / 1 h / 0 °C 6.2: 0 - 20 °C 7.1: dipyridinium dichromate / dichloromethane / 4 h / 20 °C View Scheme