6533b860fe1ef96bd12c310b

RESEARCH PRODUCT

Catalytic Asymmetric Addition of Dimethylzinc to α-Ketoesters, Using Mandelamides as Ligands

Gonzalo BlayJosé R. PedroIsabel FernándezAlicia Marco‐aleixandre

subject

Molecular StructureChemistryLigandOrganic ChemistryDimethylzincEstersStereoisomerismAlcoholGeneral MedicineLigandsBiochemistryCombinatorial chemistryCatalysisCatalysisZincchemistry.chemical_compoundDeprotonationReagentMandelic AcidsOrganic chemistryPhysical and Theoretical Chemistry

description

[reaction: see text] A strategy based on the control of the electron-donating capabilities of the coordinating groups of the ligand has been applied in the catalytic asymmetric addition of organometallic reagents to ketoesters. Mandelamides having deprotonated alcohol and carboxyamido groups catalyzed the addition of dimethylzinc to alpha-ketoesters with good yields and ee (up to 90%).

https://doi.org/10.1021/ol052997m