Lewis-acid catalyzed N-acyliminium ion cyclodimerization: synthesis of symmetrical 1, 4-dioxanes. Issue 9 (25th February 2015)

• Record Type: Journal Article
• Authors: Ali, Bakhat; Zukerman-Schpector, Julio; Ferreira, Fernando P.; Shamim, Anwar; Pimenta, Daniel C.; Stefani, Hélio A.
• Is Part Of: Tetrahedron letters. Volume 56:Issue 9(2015)
• Page Start: 1153
• Page End: 1158
• Publication Date: 2015-02-25
• Subjects: Amines -- N-Acyliminium -- Acid catalysis -- Cyclodimerization -- 1, 4-Dioxane; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.01.059
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: The cyclodimerization reaction of N -substituted-5-hydroxy-pyrrolydinones promoted by BF3 ·Et2 O 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.