6533b839fe1ef96bd12a5af3

RESEARCH PRODUCT

Mg/BOX complexes as efficient catalysts for the enantioselective Michael addition of malonates to β-trifluoromethyl-α,β-unsaturated ketones and their N-tosyl imines

Gonzalo BlayLuz CardonaJosé R. PedroAntonio Iborra-torresAmparo Sanz-marcoIsabel FernándezMiguel Espinosa

subject

Trifluoromethyl010405 organic chemistryChemistryMagnesiumOrganic ChemistryEnantioselective synthesischemistry.chemical_elementZinc010402 general chemistry01 natural sciencesBiochemistryMedicinal chemistry0104 chemical sciencesStereocenterchemistry.chemical_compoundCatàlisiTosylDrug DiscoveryMichael reactionStereoselectivityQuímica orgànica

description

Abstract Magnesium (II)-BOX complexes catalyze the enantioselective Michael addition of malonates to β-trifluoromethyl enones and their N-sulfonyl imines to give ketones or (E)-enamines bearing a trifluoromethylated stereogenic center, respectively, with good yields and high enantiomeric excesses. Magnesium complexes proved to be more active and stereoselective than zinc and copper analogues in these reactions.

https://doi.org/10.1016/j.tet.2020.131897