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Simplified Modular Access to Enantiopure 1,2-Aminoalcohols via Ni-Electrocatalytic Decarboxylative Arylation.

Jiawei SunHirofumi EndoMegan A EmmanuelMartins S OderindeYu KawamataPhil S Baran
Published in: Journal of the American Chemical Society (2024)
Chiral aminoalcohols are omnipresent in bioactive compounds. Conventional strategies to access this motif involve multiple-step reactions to install the requisite functionalities stereoselectively using conventional polar bond analysis. This study reveals that a simple chiral oxazolidine-based carboxylic acid can be readily transformed to substituted chiral aminoalcohols with high stereochemical control by Ni-electrocatalytic decarboxylative arylation. This general, robust, and scalable coupling can be used to synthesize a variety of medicinally important compounds, avoiding protecting and functional group manipulations, thereby dramatically simplifying their preparation.
Keyphrases
  • metal organic framework
  • ionic liquid
  • capillary electrophoresis
  • reduced graphene oxide
  • transition metal
  • visible light
  • room temperature
  • mass spectrometry
  • molecular docking
  • molecularly imprinted
  • high resolution