Asymmetric Construction of Multifunctional γ-Lactams from 1,3-Dienes and α-Ketoamides via Pd(0)-π-Lewis Base Catalysis
Guoli Shen, Yuan-Yuan Tan, Yuan Hu, Zhichao Chen, Wei Du, Ying‐Chun Chen
Abstract
A straightforward approach for the asymmetric synthesis of multifunctionalized γ-lactams, including those bearing two tetrasubstituted stereogenic centers, has been developed through a palladium-catalyzed vinylogous addition/allylic amination process between 1,3-dienes and α-ketoamides. This protocol features advantages of ready substrate availability, broad applicability, high efficiency, and excellent stereoselectivity, making it an attractive complementary tool to the previous strategies.
Topics & Concepts
StereocenterChemistryAminationStereoselectivityCatalysisAllylic rearrangementSubstrate (aquarium)Lewis acids and basesCombinatorial chemistryPalladiumEnantioselective synthesisBase (topology)StereochemistryOrganic chemistryMathematical analysisMathematicsGeologyOceanographyAsymmetric Hydrogenation and CatalysisCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions