Organic Letters · 2007 · 292 citations · 27 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganometallic ChemistrySynthetic Medicinal ChemistryAmino Acid ChemistryCross-coupling ReactionsHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisAldehydesAmino Acid DerivativesAtom Economy In Coupling ReactionsCatalytic EfficiencyEnantiomeric EnrichmentIndolizine ChemistryMulticomponent Reaction ChemistrySolvent-free Catalysis
A gold(III)-catalyzed multicomponent coupling/cycloisomerization reaction of heteroaryl aldehydes, amines, and alkynes under solvent-free conditions or in water has been developed. This methodology provides rapid access to substituted aminoindolizines with high atom economy and high catalytic efficiency. Especially, the coupling of enantiomerically enriched amino acid derivatives produces the corresponding N-indolizine-incorporated amino acid derivatives without loss of enantiomeric purity.
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Dawei Ma, Yongda Zhang, Jiangchao Yao et al. · Journal of the American Chemical Society · 1998 · 475 citations