Palladium-catalyzed Saegusa-Ito oxidation: synthesis of α,β-unsaturated carbonyl compounds from trimethylsilyl enol ethers.

J Org Chem

Department of Chemistry and Centre in Green Chemistry and Catalysis (CGCC), Université de Montréal, Pavillon Roger Gaudry, 2900 Boul. Édouard-Montpetit, Montréal, Québec, Canada, H3T 1J4.

Published: January 2013

Palladium-catalyzed Saegusa-Ito oxidation of trimethylsilyl enol ethers is possible using Oxone as a stoichiometric oxidant and sodium hydrogen phosphate as a buffer. Cyclic and acyclic enones as well as α,β-unsaturated aldehydes are obtained in good to excellent yields.

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Source
http://dx.doi.org/10.1021/jo302465vDOI Listing

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