Palladium(<scp>ii</scp>)-catalyzed asymmetric C–H carbonylation to diverse isoquinoline derivatives bearing all-carbon quaternary stereocenters
Yan Li, Xiu‐Fen Cheng, Fan Fei, Tian-Rui Wu, Kang‐Jie Bian, Xin Zhou, Xi‐Sheng Wang
Abstract
Enantioselective synthesis of tetrahydroisoquinolines bearing an all-carbon quaternary stereogenic center, was achieved via asymmetric C-H activation with high enantioselectivities (up to 93% ee). Fair substrate tolerance was indicated throughout the scope investigation and no evident loss of enantioselectivity was exhibited in late-stage derivatization. This study provides incentives for the construction of diverse chiral isoquinoline derivatives, which are prevalent among pharmaceuticals, natural products, etc.
Topics & Concepts
StereocenterIsoquinolineCarbonylationCatalysisPalladiumChemistryQuaternary carbonBearing (navigation)StereochemistryOrganic chemistryMedicinal chemistryEnantioselective synthesisCarbon monoxideComputer scienceArtificial intelligenceCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisSynthesis and Catalytic Reactions