Asymmetric Synthesis of γ-Lactams Containing α,β-Contiguous Stereocenters via Pd(II)-Catalyzed Cascade Methylene C(sp<sup>3</sup>)–H Alkenylation/Aza-Wacker Cyclization
Le‐Song Wu, Yi Ding, Ye‐Qiang Han, Bing‐Feng Shi
Abstract
γ-Lactam containing α,β-contiguous stereogenic centers stands out as a pivotal motif in various bioactive compounds, while its efficient synthesis still needs to be enhanced. Herein, an asymmetric C-H activation strategy for accessing α,β-stereospecific γ-lactams in good yields (≤79%) with high enantio- and diastereoselectivities (≤96% ee and >20:1 dr) was described, which serves as an effective supplement to the existing strategies.
Topics & Concepts
StereocenterChemistryStereochemistryStereospecificityCatalysisMethyleneCascadeCombinatorial chemistryEnantioselective synthesisMedicinal chemistryOrganic chemistryChromatographyCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsAsymmetric Hydrogenation and Catalysis