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[8+2] Formal Cycloaddition Reactions of Tropones with Azlactones under Brønsted Acid Catalysis and Synthesis of α‐(2‐Tropyl), α‐Alkyl α‐Amino Acids
36
Citations
27
References
2014
Year
EngineeringBiochemistryNatural SciencesBrønsted Acid CatalysisDiversity-oriented SynthesisBrønsted AcidsOrganic Chemistryα‐Amino AcidCatalysisSynthetic ChemistryChemistryHeterocycle ChemistryQuaternary PositionAsymmetric Catalysisα‐Alkyl α‐Amino AcidsEnantioselective SynthesisBiomolecular Engineering
Abstract The reaction of tropones with azlactones catalyzed by Brønsted acids affords a variety of dihydro‐2 H ‐cyclohepta[ b ]furan derivatives, corresponding to a formal [8+2] cycloaddition process. They can easily be opened by nucleophiles to afford a new type of α,α‐disubstituted α‐amino acid (or peptide) containing seven‐membered rings at the quaternary position.
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