Lewis-acid catalyzed N-acyliminium ion cyclodimerization: synthesis of symmetrical 1,4-dioxanes
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2015-02-25
Autores
Ali, Bakhat
Zukerman-Schpector, Julio
Ferreira, Fernando P. [UNIFESP]
Shamim, Anwar
Pimenta, Daniel C.
Stefani, Helici A.
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The cyclodimerization reaction of N-substituted-5-hydroxy-pyrrolydinones promoted by BF3 center dot Et2O and HCl to obtain symmetrical 1,4-dioxane derivatives was achieved in moderate to good yields, mild conditions, and short reaction times. These transformations render a promising alternative route that provides access to diverse 1,4-dioxane derivatives with a wide structural diversity. (C) 2015 Elsevier B.V. All rights reserved.
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Tetrahedron Letters. Oxford: Pergamon-Elsevier B.V., v. 56, n. 9, p. 1153-1158, 2015.