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Reaction of Aldonitrones with N-Phenyl-9,10-dihydro-9,10-ethenoanthracene-11,12-dicarboximide

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Abstract

Thermal addition of aldonitrones (C,N-diaryl- and N-aryl-C-arylcarbamoylnitrones) to the double bond of N-phenyl-9,10-dihydro-9,10-ethenoanthracene-11,12-dicarboximide yields heteropropellanes containing isoxazolidine and pyrrolidine fragments. The cycloaddition of C,N-diarylnitrones is stereoselective, and only one diastereoisomer is formed.

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Correspondence to A. P. Molchanov.

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Original Russian Text © A.P. Molchanov, M.M. Efremova, A.V. Stepakov, T.L. Panikorovskii, R.R. Kostikov, 2018, published in Zhurnal Organicheskoi Khimii, 2018, Vol. 54, No. 3, pp. 457–462.

† Deceased.

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Molchanov, A.P., Efremova, M.M., Stepakov, A.V. et al. Reaction of Aldonitrones with N-Phenyl-9,10-dihydro-9,10-ethenoanthracene-11,12-dicarboximide. Russ J Org Chem 54, 463–468 (2018). https://doi.org/10.1134/S1070428018030144

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  • DOI: https://doi.org/10.1134/S1070428018030144

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