6533b856fe1ef96bd12b24e4

RESEARCH PRODUCT

Tailoring the ligand structure to the reagent in the mandelamide-Ti(IV) catalyzed enantioselective addition of dimethyl- and diethylzinc to aldehydes

José R. PedroVictor Hernandez‐olmosIsabel FernándezGonzalo BlayAlicia Marco‐aleixandre

subject

chemistry.chemical_classificationLigandProcess Chemistry and TechnologyDimethylzincEnantioselective synthesisDiethylzincAlkylationAldehydeCombinatorial chemistryCatalysischemistry.chemical_compoundchemistryReagentOrganic chemistryPhysical and Theoretical ChemistryTitanium isopropoxide

description

Amides derived from (S)-(+)-mandelic acid in the presence of titanium isopropoxide catalyze the enantioselective addition of dimethyl- and diethylzinc to aldehydes with good yields and ee up to 90%. Because of the modular character of the mandelamides, the structure of the ligand can be tailored to obtain the best results with each reagent. Thus, best results with dimethylzinc are obtained with N-benzyl mandelamide while N-(pyridin-2-yl) mandelamide is the best ligand for the addition of diethylzinc.

yearjournalcountryeditionlanguage
2007-10-01Journal of Molecular Catalysis A: Chemical
https://doi.org/10.1016/j.molcata.2007.07.019