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Selective Aerobic Oxidation of Allylic Alcohols to Carbonyl Compounds Using Catalytic Pd(OAc)2: High Intramolecular Selectivity

Frédéric Batt, Emmanuel Bourcet, Youssef Kassab, Fabienne Fache*

*ICBMS, Equipe Cheops, CNRS, UMR 5246 Université Lyon 1, Bât. Raulin, 43 boulevard du 11 novembre 1918, 69622 Villeurbanne, France, Email: facheuniv-lyon1.fr

F. Batt, E. Bourcet, Y. Kassab, F. Fache, Synlett, 2007, 1869-1872.

DOI: 10.1055/s-2007-984498


Abstract

Allylic alcohols were oxidized into aldehydes or ketones in the presence of oxygen and Et3N using Pd(OAc)2 as catalyst. Diols with one allylic function were selectively oxidized, with one of the hydroxyl groups remaining untouched.

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Key Words

palladium, oxidation, allylic alcohols, selectivity, oxygen, enones


ID: J60-Y2007-2300