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

A. P. Molchanov; M. M. Efremova; A. V. Stepakov; T. L. Panikorovskii; R. R. Kostikov

doi:10.1134/S1070428018030144

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

Authors: Molchanov A.P.¹, Efremova M.M.¹, Stepakov A.V.¹, Panikorovskii T.L.¹, Kostikov R.R.¹
Affiliations:
1. St. Petersburg State University
Issue: Vol 54, No 3 (2018)
Pages: 463-468
Section: Article
URL: https://journal-vniispk.ru/1070-4280/article/view/217363
DOI: https://doi.org/10.1134/S1070428018030144
ID: 217363

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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.