The Journal of Organic Chemistry · 2009 · 79 citations · 51 references
Natural SciencesChemistryOrganic ChemistryOrganometallic ChemistrySynthetic Medicinal ChemistryAmino Acid ChemistryOrganic SynthesisAmino Acid AnaloguesAmino Acid EstersBranched-chain Amino AcidsOrganozinc CompoundsOrganozinc CouplingOrganozinc Synthesis
An array of alpha-branched amines has been prepared by using an expedient three-component Mannich-type reaction among organic halides, aldehyde derivatives, and amines. The experimental procedure, which is characterized by its simplicity, employs zinc dust for the in situ generation of organozinc reagents. We show that this Barbier-like protocol constitutes a useful entry to diarylmethylamines, 1,2-diarylethylamines, alpha- or beta-amino esters, benzylamines, and beta-arylethylamines.
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