1.1: Dess-Martin periodane / 0.25 h / 0 °C 2.1: tris(triphenylphosphine)ruthenium(II) chloride; C48H50N2O2P2Ru; potassium tert-butylate; hydrogen / isopropyl alcohol / 24 h / 0 °C / 7600.51 Torr / Reflux; Autoclave 3.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 0.33 h / 20 °C 3.2: 0.25 h / 20 °C 4.1: 4-(N,N-dimethlyamino)pyridine; triethylamine; zinc / 2 h / 20 °C 5.1: ammonium cerium (IV) nitrate / acetonitrile / 0.17 h / 20 °C 5.2: 6 h View Scheme

1: 47 percent / aq. (NH4)2Ce(NO3)6 / acetonitrile; H2O / 30 h / 0 - 3 °C 2: 15 percent / AgO / dioxane / 0.33 h / 25 °C View Scheme