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Mendeleev Communications, 2010, Volume 20, Issue 1, Pages 17–19
DOI: https://doi.org/10.1016/j.mencom.2010.01.007
(Mi mendc2976)
 

This article is cited in 20 scientific papers (total in 20 papers)

Stereoselective tandem [4 + 2]/[3 + 2] cycloaddition reactions of 3,3,3-trichloro(trifluoro)-1-nitropropenes and 2,3-dihydrofuran

V. Yu. Korotaeva, V. Ya. Sosnovskikha, M. A. Barabanova, A. Yu. Barkova, M. I. Kodessb

a Department of Chemistry, Ural Federal University, Ekaterinburg, Russian Federation
b I.Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, Ekaterinburg, Russian Federation
Abstract: The first example of the domino hetero-Diels–Alder/1,3-dipolar cycloaddition, in which 3,3,3-trichloro(trifluoro)-1-nitropropenes act as both the heterodiene and the dipolarophile in the reaction with 2,3-dihydrofuran, is described. The trichloromethylated nitroolefin gave tricyclic nitroso acetal as a single regio- and stereoisomer, while the trifluoromethylated derivative afforded a 3:1 mixture of two regioisomeric cycloadducts.
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Document Type: Article
Language: English


Citation: V. Yu. Korotaev, V. Ya. Sosnovskikh, M. A. Barabanov, A. Yu. Barkov, M. I. Kodess, “Stereoselective tandem [4 + 2]/[3 + 2] cycloaddition reactions of 3,3,3-trichloro(trifluoro)-1-nitropropenes and 2,3-dihydrofuran”, Mendeleev Commun., 20:1 (2010), 17–19
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  • https://www.mathnet.ru/eng/mendc/v20/i1/p17
  • This publication is cited in the following 20 articles:
    Citing articles in Google Scholar: Russian citations, English citations
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