Pd(II)‐Catalyzed Tandem Enantioselective Methylene C(sp<sup>3</sup>)−H Alkenylation–Aza‐Wacker Cyclization to Access β‐Stereogenic γ‐Lactams
Yi Ding, Ye‐Qiang Han, Le‐Song Wu, Tao Zhou, Qi‐Jun Yao, Ya‐Lan Feng, Ya Li, Ke‐Xin Kong, Bing‐Feng Shi
Abstract
Abstract Herein, we describe an unprecedented cascade reaction to β‐stereogenic γ‐lactams involving Pd(II)‐catalyzed enantioselective aliphatic methylene C(sp 3 )−H alkenylation–aza‐Wacker cyclization through syn ‐aminopalladation. Readily available 3,3′‐substituted BINOLs are used as chiral ligands, providing the corresponding γ‐lactams with broad scope and high enantioselectivities (up to 98 % ee ).
Topics & Concepts
StereocenterEnantioselective synthesisMethyleneChemistryStereochemistryTandemCatalysisCascade reactionCombinatorial chemistryMedicinal chemistryOrganic chemistryComposite materialMaterials scienceCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsAsymmetric Hydrogenation and Catalysis