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Communication | Special issue | Vol 64, No. 1, 2004, pp.23-26
Published online, 25th June, 2004
DOI: 10.3987/COM-04-S(P)9
Homologation of Vicinal Polyketone Networks to Epoxy Ketones with Diazomethane

Ryan E. Hartung and Leo A. Paquette*

*Department of Chemistry, The Ohio State University, 100 West 18th Avenue, Columbus, Ohio 43210, U.S.A.

Abstract

Admixture of vicinal di-, tri-, and tetraketones with ethereal diazomethane results in one-time methylene transfer to the less hindered face of the sterically most accessible and electron-deficient carbonyl group to deliver epoxy ketones in a highly selective manner unless ring strain effects contravene.