1042302-32-8Relevant articles and documents
Facile endoperoxypropellane synthesis by manganese(III) acetate-mediated aerobic oxidation
Asahi, Kentaro,Nishino, Hiroshi
experimental part, p. 2404 - 2416 (2009/04/10)
Manganese(III)-catalyzed aerobic oxidation of combinations of 3-(2-oxoethyl)piperidine-2,4-diones and 1,1-diarylethenes at room temperature produced structurally interesting trioxaaza[ 4.4.3]propellanes in good yields. Similar reactions using 2-(2-oxoethyl)cyclohexane-1,3-diones also produced the corresponding endoperoxy[4.4.3]propellanes. On the other hand, 3-oxopropyl-substituted cycloalkane-1,3-diones did not give the desired propellanes, 1,2-dioxabicyclic propellane precursors were formed instead in excellent yields. The precursors could be converted into the corresponding propellanes in the presence of a Lewis acid. The mechanism for the formation of the propellanes is also described. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.