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

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

doi:10.1134/S1070428018050184

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

Authors: Moroz A.A.¹, Zhulanov V.E.¹, Dmitriev M.V.¹, Babentsev D.N.¹, Maslivets A.N.¹
Affiliations:
1. Perm State University
Issue: Vol 54, No 5 (2018)
Pages: 780-784
Section: Article
URL: https://journals.rcsi.science/1070-4280/article/view/217924
DOI: https://doi.org/10.1134/S1070428018050184
ID: 217924

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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.