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Selective Synthesis of Cyclic Peroxides from Triketones and H2O2

Alexander O. Terent'ev*, Ivan A. Yaremenko, Vladimir V. Chernyshev, Valery M. Dembitsky and Gennady I. Nikishin

*N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation, Email: terentevioc.ac.ru

A. O. Terent'ev, I. A. Yaremenko, V. V. Chernyshev, V. M. Dembitsky, G. I. Nikishin, J. Org. Chem., 2012, 77, 1833-1842.

DOI: 10.1021/jo202437r (free Supporting Information)


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Abstract

The acid-catalyzed reaction of β,δ-triketones with hydrogen peroxide produces tricyclic peroxides selectively in good yields via the monoperoxidation of the carbonyl groups in β-position and the transformation of the δ-carbonyl group into an acetal. The resulting peroxides can be easily isolated from the reaction mixture.

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Key Words

Peroxides, Hydrogen Peroxide


ID: J42-Y2012-0280