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Rhodium-Catalyzed Enantioselective Addition of Arylboroxines to Isatin-Derived N-Boc Ketimines Using Chiral Phosphite-Olefin Ligands: Asymmetric Synthesis of 3-Aryl-3-amino-2-oxindoles.

Yue-Na YuWei-Yi QiChun-Yan WuMing-Hua Xu
Published in: Organic letters (2019)
An efficient rhodium-catalyzed enantioselective arylation of isatin-derived N-Boc ketimines with arylboroxines has been developed using H8-BINOL-derived phosphite-olefin as a chiral ligand. This method allows access to a broad variety of valuable tetrasubstituted 3-amino-2-oxindole derivatives in good yields (up to 98%) with excellent enantioselectivities (up to 98% ee).
Keyphrases
  • room temperature
  • ionic liquid
  • capillary electrophoresis