Catalytic amounts of 2,2,6,6-tetramethyl-1-piperidinyloxyl (TEMPO) are used in combination with [bis(acetoxy)iodo]benzene (BAIB) as a stoichiometric oxidant in the conversion of primary and secondary alcohols to carbonyl compounds. This procedure works efficiently at room temperature in almost all common solvents and neat in some cases. This process exhibits a very high degree of selectivity for the oxidation of primary alcohols to aldehydes, without any noticeable overoxidation to carboxyl compounds, and a high chemoselectivity in the presence of either secondary alcohols or of other oxidizable moieties. This procedure allows an easy, convenient, high-yielding method for the oxidation of alcohols starting from commercially available compounds.

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temperature overnight. The excess trifluoroacetic anhydride and the solvent were removed under reduced pressure. The residue was dissolved in CH2C12 and the solution was washed with saturated aqueous NaHC03 solution, dried, and concentrated to give 17 (1.33 g, 92%) as a colorless oil: !H NMR (100 MHz) 4.05

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