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Diastereoselective 1,3-Dipolar Cycloaddition of Nitrones to 1H-Pyrrole-2,3-diones. Synthesis of pyrrolo[3,2-d]isoxazoles

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Abstract

1H-pyrrol-2,3-diones react with nitrones affording substituted pyrrolо[3,2-d]isoxazoles. The structures of ethyl (3R*,3aR*,6aR*)-6-benzyl-3-(4-bromophenyl)-4,5-dioxo-2,6a-diphenylhexahydro-3aHpyrrolo[ 3,2-d]isoxazole-3a-carboxylate and dimethyl (3R*,3aR*,6aS*)-3-(4-bromophenyl)-4,5-dioxo-2,6-diphenyltetrahydro-3aH-pyrrolo[3,2-d]isoxazole-3a,6a(4H)-dicarboxylate were proved by single-crystal X-ray analysis.

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Authors and Affiliations

  1. Perm State University, ul. Bukireva, 15, Perm, 614990, Russia

    A. A. Moroz, V. E. Zhulanov, M. V. Dmitriev, D. N. Babentsev & A. N. Maslivets

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  1. A. A. Moroz
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  2. V. E. Zhulanov
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  3. M. V. Dmitriev
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  4. D. N. Babentsev
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  5. A. N. Maslivets
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Corresponding author

Correspondence to A. N. Maslivets.

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Original Russian Text © A.A. Moroz, V.E. Zhulanov, M.V. Dmitriev, D.N. Babentsev, A.N. Maslivets, 2018, published in Zhurnal Organicheskoi Khimii, 2018, Vol. 54, No. 5, pp. 775–779.

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Moroz, A.A., Zhulanov, V.E., Dmitriev, M.V. et al. Diastereoselective 1,3-Dipolar Cycloaddition of Nitrones to 1H-Pyrrole-2,3-diones. Synthesis of pyrrolo[3,2-d]isoxazoles. Russ J Org Chem 54, 780–784 (2018). https://doi.org/10.1134/S1070428018050184

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  • DOI: https://doi.org/10.1134/S1070428018050184

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