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Sequential Michael Addition-Carbocyclization Reactions: A Palladium-Mediated Approach to Highly Functionalized 3-Methylenetetrahydrofurans
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1997
Year
Cross-coupling ReactionPalladium-mediated ApproachEngineeringAlkene MetathesisPalladium-mediated Exo-dig CyclizationPropargyl AlcoholsMichael AdditionOrganic ChemistryCatalysisChemistryHighly Functionalized 3-MethylenetetrahydrofuransSynthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
A one-pot procedure for the preparation of highly functionalized 3-methylenetetrahydrofurans is described. The methodology is based on an oxygen nucleophile initiated Michael addition of propargyl alcohols to alkylidene or arylidenemalonates followed in situ by a palladium-mediated exo-dig cyclization.