|
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.
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
Linking options:
https://www.mathnet.ru/eng/mendc2976 https://www.mathnet.ru/eng/mendc/v20/i1/p17
|
|