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Amido acids of norbornene series in reactions with sulfonyl azides

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Abstract

In reaction of amido acids from the norbornene series with arenesunfonyl azides alongside the expected N,N-dialkyl-5-oxo-exo-2-arylsulfonylamino-4-oxatricyclo[4.2.1.03,7]nonane-endo-9-carboxamides (oxabrendanones) the formation of zwitter-ions with a structure of 5-(N,N-dialkyliminio)-exo-2-arylsulfonylamino-4-oxatricyclo[4.2.1.03,7]nonane-endo-9-carboxylates came as a surprise. The structure of compounds obtained was confirmed by the analysis of their IR and 1H NMR spectra. The molecular structure of one among the zwitterions was established by XRD analysis.

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Correspondence to I. V. Tkachenko.

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Original Russian Text © I.V. Tkachenko, I.N. Tarabara, S.V. Shishkina, O.V. Shishkin, L.I. Kas’yan, 2009, published in Zhurnal Organicheskoi Khimii, 2009, Vol. 45, No. 8, pp. 1157–1162.

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Tkachenko, I.V., Tarabara, I.N., Shishkina, S.V. et al. Amido acids of norbornene series in reactions with sulfonyl azides. Russ J Org Chem 45, 1143–1148 (2009). https://doi.org/10.1134/S1070428009080053

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  • DOI: https://doi.org/10.1134/S1070428009080053

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