6533b82cfe1ef96bd128eaab

RESEARCH PRODUCT

Organocatalytic Enantioselective Synthesis of Pyrazoles Bearing a Quaternary Stereocenter

Fares Ibrahim AmrCarlos VilaM. Carmen MuñozGonzalo BlayJosé R. Pedro

subject

Isatin-derived ketimines010402 general chemistry01 natural sciencesBiochemistryCatalysisStereocenterchemistry.chemical_compoundCatàlisiCompostos orgànicsAsymmetric catalysisOrganic chemistryOrganocatalysis010405 organic chemistryChemistryEstereoquímicaOrganic ChemistryEnantioselective synthesisGeneral ChemistryQuaternary stereocenters0104 chemical sciencesThioureaFISICA APLICADAOrganocatalysisPyrazolesPyrazolonesQuímica orgànica

description

An efficient one-pot asymmetric synthesis of pyrazoles bearing a chiral quaternary stereocenter has been developed. Quinine-derived thiourea catalyzed the enantioselective addition of pyrazolones to isatin-derived ketimines, providing the corresponding acetylated pyrazoles after in situ treatment with Ac2O/Et3N. The corresponding pyrazoles were afforded in high yields and excellent enantioselectivities.

10.1002/asia.201600325https://hdl.handle.net/10550/73693