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Rhodium-Catalyzed Enantioselective Alkenylation of Cyclic Ketimines: Synthesis of Multifunctional Chiral α,α-Disubstituted Allylic Amine Derivatives.

Yi LiBo LiuMing-Hua Xu
Published in: Organic letters (2018)
By employing a simple open-chain chiral phosphite-olefin ligand, a highly enantioselective rhodium-catalyzed alkenylation of 1,2,5-thiadiazole 1,1-dioxide-type cyclic ketimines with diverse vinylboronic acids was achieved under mild conditions at room temperature. This protocol provides an efficient and practical access to multifunctional α,α-disubstituted chiral allylic amines bearing quaternary stereocenters in high yields (up to 99%) with good to excellent ee's (up to 99%).
Keyphrases
  • room temperature
  • ionic liquid
  • capillary electrophoresis
  • drug delivery
  • cancer therapy
  • randomized controlled trial
  • mass spectrometry
  • metal organic framework