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

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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

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ID: J60-Y2007-2300