6533b829fe1ef96bd128a359
RESEARCH PRODUCT
Microwave-Assisted Tandem Organocatalytic Peptide-Coupling Intramolecular aza-Michael Reaction: α,β-UnsaturatedN-Acyl Pyrazoles as Michael Acceptors
Santos FusteroCarlos Del PozoMaría Sánchez-rosellóMarta GuerolaCristina Muletsubject
Molecular StructureChemistryStereochemistryOrganic ChemistryEnantioselective synthesisEstersStereoisomerismStereoisomerismGeneral ChemistryConjugated systemAmidesCombinatorial chemistryCatalysisCatalysischemistry.chemical_compoundOrganocatalysisIntramolecular forceMichael reactionPyrazolesMicrowavesPeptidesBifunctionaldescription
Conjugated N-acyl pyrazoles have been successfully employed in the organocatalytic enantioselective intramolecular aza-Michael reaction as ester surrogates. Bifunctional squaramides under microwave irradiation provided the best results in this transformation. Furthermore, this protocol has been combined with a peptide-coupling reaction in a tandem sequence. The final products were easily converted into the corresponding ethyl esters.
year | journal | country | edition | language |
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2014-07-26 | Chemistry - A European Journal |