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.
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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