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Mendeleev Commun., 2021 Volume 31, Issue 3, Pages 294–296 (Mi mendc909)

Communications

Direct oxidative functionalization of saturated dispiro-cyclopropanated bicyclo[3.3.1]nonanes

K. S. Andriasova, K. N. Sedenkovaab, M. G. Eremenkoa, I. P. Gloriozova, Yu. K. Grishina, T. S. Kuznetsovaa, E. B. Averinaab

a Department of Chemistry, M.V. Lomonosov Moscow State University, Moscow, Russian Federation
b Institute of Physiologically Active Compounds, Federal Research Center of Problems of Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences, Chernogolovka, Moscow Region, Russian Federation

Abstract: Two dispiro[cyclopropane-1,3’-bicyclo[3.3.1]nonane-7′,1″-cyclopropanes] were treated with various oxidative systems. The conditions providing mono- or dioxidation of the CH2 groups neighbouring to spiro-annulated cyclopropane moieties to afford the corresponding mono- or diketones were found.

Keywords: cyclopropanes, bicyclo[3.3.1]nonanes, cyclopropyl ketones, spiro compounds, 1,5-diketones, oxidation, ozone, ruthenium(VIII) oxide, methyl(trifluoromethyl)dioxirane.

Language: English

DOI: 10.1016/j.mencom.2021.04.005



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