Publication | Open Access
Enantioselective N–H Functionalization of Indoles with α,β‐Unsaturated γ‐Lactams Catalyzed by Chiral Brønsted Acids
130
Citations
53
References
2011
Year
Enantioselective N–h FunctionalizationIndole NucleophilesDerivativesEngineeringNitrogen RevivesCyclic N-acyliminium IonsNatural SciencesDiversity-oriented SynthesisOrganic ChemistryChiral Brønsted AcidsCatalysisChemistryNatural Product SynthesisAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
Nitrogen revives: Cyclic N-acyliminium ions were generated from α,β-unsaturated γ-lactams (1) and underwent intermolecular addition by indole nucleophiles (2) under the catalysis of a chiral Brønsted acid (3). A variety of N-functionalized indole derivatives containing a pyrrolidinone moiety (4) were assembled with high enantioselectivity. Bn=benzyl.
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