1: ruthenium trichloride; sodium periodate / water; acetone / 5 h / 20 °C 2: sodium dihydrogenphosphate / acetone / 10 h / 20 °C 3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / -78 °C / |Inert atmosphere 4: diethyl ether; toluene / 2 h / |Inert atmosphere; |Reflux 5: lithium aluminium tetrahydride / tetrahydrofuran / 4.5 h / |Inert atmosphere; |Cooling with ice; |Reflux 6: sodium carbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 20 °C 7: H2O*C2H5NO2*HOMo(O2)OMo(O3); dihydrogen peroxide / diethyl ether / 11 h / 20 °C 8: toluene-4-sulfonic acid / dichloromethane / 1.5 h / 20 °C 9: iodine / cyclohexane / 35 h / 20 °C 10: ruthenium trichloride; sodium periodate View Scheme