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N-Heterocyclic carbene-catalyzed [4 + 2] cyclization of α,β-unsaturated carboxylic acids bearing γ-H with isatins: an enantioselective synthesis of spirocyclic oxindole–dihydropyranones
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Citations
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References
2015
Year
Situ Activation StrategyEngineeringHeterocyclicNatural SciencesDiversity-oriented SynthesisRaw MaterialsSpirocyclic Oxindole–dihydropyranonesOrganic ChemistryCatalysisSpirocyclic Oxindole-dihydropyranonesChemistryHeterocycle ChemistryPharmacologyAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisBiomolecular Engineeringβ-Unsaturated Carboxylic Acids
An NHC-catalyzed asymmetric [4 + 2] annulation of isatins and α,β-unsaturated carboxylic acids bearing γ-H gave spirocyclic oxindole-dihydropyranones successfully via an in situ activation strategy. This protocol featured easy availability of raw materials, good yields and excellent enantioselectivities (up to 99% ee).
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