Pd(II)-Catalyzed Desymmetrizing <i>gem</i>-Dimethyl C(sp<sup>3</sup>)–H Alkenylation/Aza-Wacker Cyclization Directed by PIP Auxiliary
Le‐Song Wu, Tao Zhou, Bing‐Feng Shi
Abstract
Desymmetrization of gem -dimethyl groups has been developed as an efficient pathway to achieve asymmetric C(sp 3 )–H functionalization. Herein, we described a Pd(II)-catalyzed desymmetrizing gem -dimethyl C(sp 3 )–H alkenylation/aza-Wacker cyclization directed by a bidentate 2-pyridinylisopropyl auxiliary. Chiral α-methyl γ-lactams were obtained in good yields (up to 82%) and high enantioselectivities (up to 91.5% ee).
Topics & Concepts
ChemistryDesymmetrizationCatalysisMedicinal chemistryDenticityStereochemistryCombinatorial chemistryOrganic chemistryEnantioselective synthesisCrystal structureCatalytic C–H Functionalization MethodsCatalytic Alkyne ReactionsCatalytic Cross-Coupling Reactions