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Novel synthesis of dihydropyrans and 2,8-dioxabicylo[3.3.0]oct-3-enes using Mn(III)-based oxidative cyclization
Authors:Van-Ha Nguyen
Affiliation:a Department of Chemistry, University of Dalat, Dalat, Vietnam
b Department of Chemistry, Faculty of Science, Kumamoto University, Kurokami 2-39-1, Kumamoto 860-8555, Japan
Abstract:The Mn(III)-based reaction of 1,1-disubstituted alkenes with 2-(2-oxoethyl)malonates and 3-acetylpentane-1,4-diones gave novel substituted dihydropyrans and 2,8-dioxabicyclo[3.3.0]oct-3-enes in good yields, respectively. These routes rely on the nucleophilic character of the carbonyl-oxygen atoms of the malonates and pentanediones used to obtain the products by a cycloaddition reaction or cycloaddition-tandem cyclization reactions.
Keywords:Manganese(III) acetate   Oxidative cycloaddition   Tandem cyclization   Dihydropyrans   2,8-Dioxabicyclo[3.3.0]oct-3-enes
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