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Pd-Catalyzed Atroposelective C-H Olefination: Diverse Synthesis of Axially Chiral Biaryl-2-carboxylic Acids.

Ao-Lian JiangGang ZhouBo-Yang JiangTao ZhouXue-Tao XuTimothy M Swager
Published in: Organic letters (2024)
Axially chiral carboxylic acids are important motifs in chiral catalysts and ligands. We herein reported the synthesis of axially chiral carboxylic acids via Pd(II)-catalyzed atroposelective C-H olefination using carboxylic acid as the native directing group. A broad range of axial chiral biaryl-2-carboxylic acids were synthesized in good yields with high enantioselectivities (up to 84% yield with 99% ee). Gram-scale reaction and further transformation reactions also provide a platform for synthetic applications of this method.
Keyphrases
  • capillary electrophoresis
  • ionic liquid
  • room temperature
  • mass spectrometry
  • high throughput
  • gram negative
  • multidrug resistant
  • metal organic framework