6533b86ffe1ef96bd12ce82a

RESEARCH PRODUCT

P-chirogenic organocatalysts: application to the aza-Morita–Baylis–Hillman (aza-MBH) reaction of ketimines

Vellaisamy SridharanHiroaki SasaiJérôme BayardonShinobu TakizawaYasushi YoshidaSylvain JugéEmmanuelle RémondFernando Arteaga Arteaga

subject

chemistry.chemical_classificationMetals and AlloysEnantioselective synthesisStereoisomerismStereoisomerismGeneral ChemistryCatalysisSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialsCatalysisAmino acidchemistryNitrilesMaterials ChemistryCeramics and CompositesOrganic chemistryIminesAmino Acids

description

The P-chirogenic organocatalysts were found to promote the enantioselective aza-Morita-Baylis-Hillman reaction of ketimines derived from acyclic α-keto esters. In the P-chirogenic organocatalyzed aza-MBH reactions, α,α-disubstituted α-amino acid derivatives were obtained in high yields with high enantioselectivities (up to 97% ee).

https://doi.org/10.1039/c3cc44549f