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COAP-Pd Catalyzed Asymmetric Allylic Alkylation of Azlactones with MBH Carbonates: Access to Unnatural α-Quaternary Stereogenic Glutamic Acid Derivatives.

Sheng-Suo ZhouXing-Yun SunWen-Kai LiuJia-Yu SongZheng WangZheng-Hang QiXing-Wang Wang
Published in: The Journal of organic chemistry (2023)
A palladium-catalyzed regioselective and asymmetric allylic alkylation of azlactones with MBH carbonates has been developed with chiral oxalamide-phosphine ligands. The corresponding reaction afforded a range of optically active γ-arylidenyl glutamic acid derivatives bearing an α-chiral quaternary stereocenter in good yields with excellent linear regio- and high enantioselectivity. This protocol furnishes an alternative approach for the construction of enantio-enriched unnatural α-amino acid derivatives.
Keyphrases
  • amino acid
  • structure activity relationship
  • randomized controlled trial
  • capillary electrophoresis
  • ionic liquid
  • mass spectrometry