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 Mulet

subject

Molecular StructureChemistryStereochemistryOrganic ChemistryEnantioselective synthesisEstersStereoisomerismStereoisomerismGeneral ChemistryConjugated systemAmidesCombinatorial chemistryCatalysisCatalysischemistry.chemical_compoundOrganocatalysisIntramolecular forceMichael reactionPyrazolesMicrowavesPeptidesBifunctional

description

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.

https://doi.org/10.1002/chem.201404596