Publication | Open Access
Highly Enantioselective γ‐Amination by N‐Heterocyclic Carbene Catalyzed [4+2] Annulation of Oxidized Enals and Azodicarboxylates
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2013
Year
EngineeringOrganic Chemistryγ-Amino Acid DerivativesChemistryHeterocycle ChemistryEnantioselective γ‐AminationAnnulation ReactionGood YieldsChemical EngineeringDiversity Oriented SynthesisOrganometallic CatalysisDerivativesDiversity-oriented SynthesisCatalysisAsymmetric CatalysisEnantioselective SynthesisNatural SciencesN‐heterocyclic Carbene CatalyzedOxidized Enals
γ-Amination: The title reaction was developed to give the corresponding dihydropyridazinones in good yields with excellent enantioselectivities (see scheme; Mes=2,4,6-trimethylphenyl). The annulation reaction worked well for γ-aryl, γ-alkyl, or γ-alkenyl oxidized enals. Highly enantiopure tetrahydropyridazinones and γ-amino acid derivatives could be easily prepared by chemical transformations of the resulting dihydropyridazinones.
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