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Photoredox Catalytic Installation of an Alkyl/Aryl Side Chain and Deuterium into ( S )-Methyleneoxazolidinone: Synthesis of Enantioenriched α-Deuterated α-Amino Acid Derivatives.

Yue DongXiang MengGiri GnawaliMengyang ChangWei Wang
Published in: Organic letters (2023)
A photoredox catalytic asymmetric method has been established for the installation of both aliphatic and aromatic side chains and the introduction of deuterium into the chiral methyleneoxazolidinone simultaneously. Efficient coupling of readily available boronic acids with the chiral auxiliary delivers structurally diverse α-deuterated α-amino acid derivatives with a high level of diastereoselectivity and deuteration.
Keyphrases
  • amino acid
  • visible light
  • ionic liquid
  • capillary electrophoresis
  • room temperature
  • structure activity relationship
  • crystal structure