Organic & Biomolecular Chemistry · 2012 · 55 citations · 19 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryAcid-base CatalysisCatalytic MechanismsOrganic SynthesisBase CatalysisBrønsted Base CatalysisCatalytic Acid-base Catalysis
A catalytic Mannich reaction of a simple ester with no activating functionality at the α-position via a product-base mechanism was reported. The desired Mannich adducts were obtained in high yields using a catalytic amount of KH. This is a rare example of a Brønsted base-catalyzed Mannich reaction of unactivated esters as substrates.
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