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Pd(II)-Catalyzed Desymmetrizing gem -Dimethyl C(sp 3 )-H Alkenylation/Aza-Wacker Cyclization Directed by PIP Auxiliary.

Le-Song WuTao ZhouTimothy M Swager
Published in: Organic letters (2024)
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).
Keyphrases
  • room temperature
  • ionic liquid
  • capillary electrophoresis