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Regio- and stereoselective synthesis of nitrofunctionalized 1,2-oxazolidine analogs of nicotine

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Chemistry of Heterocyclic Compounds Aims and scope

(E)-3,3,3-Trichloro-1-nitroprop-1-ene undergoes [3+2] cycloaddition reaction with N-aryl(pyridin-3-yl) nitrones under mild conditions. The reaction is fully regio- and stereoselective and gives expected nitro-substituted nicotine analogs with 3,4-cis-4,5-trans-stereoconfiguration.

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Correspondence to Radomir Jasiński.

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Fryźlewicz, A., Łapczuk-Krygier, A., Kula, K. et al. Regio- and stereoselective synthesis of nitrofunctionalized 1,2-oxazolidine analogs of nicotine. Chem Heterocycl Comp 56, 120–122 (2020). https://doi.org/10.1007/s10593-020-02631-6

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  • DOI: https://doi.org/10.1007/s10593-020-02631-6

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