Enantioselective Nickel-Catalyzed Reductive <i>anti</i>-Arylative Annulation of Alkyne-Tethered Malononitriles to Construct Quaternary Stereocenters
Weimin Liu, Weimin Liu, Zhiwu Lu, Qiang Wei, Wen‐Bo Liu, Wen‐Bo Liu
Abstract
A nickel-catalyzed reductive desymmetrizing annulation of alkyne-tethered malononitriles and (hetero)aryl iodides is reported for the access of cyclohexenones containing an α-all-carbon quaternary stereocenter. The use of a nickel catalyst derived from an electron-rich phosphinooxazoline ligand combined with iron powder as a reductant is crucial to the success of this transformation.
Topics & Concepts
StereocenterChemistryAlkyneCatalysisAnnulationNickelEnantioselective synthesisCombinatorial chemistryArylLigand (biochemistry)Medicinal chemistryOrganic chemistryAlkylReceptorBiochemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsAsymmetric Hydrogenation and Catalysis