silver(l) oxide in acetone 12 h; Ambient temperature;

1: pyridine / 24 h / Ambient temperature 2: 85 percent / mont K-10 / CH2Cl2 / 1.) 0 - 5 deg C, 5 min, 2.) 40 deg C, 30 min View Scheme

1: 2,6-dimethylpyridine / dichloromethane / 4 h / -78 - 0 °C / Inert atmosphere 2: sodium tetrahydroborate; methanol; cerium(III) chloride heptahydrate / acetone / 1.5 h / -20 - 20 °C 3: triethylamine / dichloromethane / 20 °C 4: boron trifluoride diethyl etherate; triethylsilane / dichloromethane / 1 h / -30 - 20 °C / Inert atmosphere 5: sodium methylate / methanol / 1.5 h / 20 °C 6: Dess-Martin periodane / dichloromethane / 5 h / 0 - 20 °C View Scheme

silver(l) oxide