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Enantioselective Oxidative Ring-Opening Reaction of Aziridines with α-Nitroesters Using Cinchona Alkaloid Amide/Nickel(II) Catalysts.

Noriyuki ShiomiKeisuke YamamotoKazuma NagasakiTsubasa HatanakaYasuhiro FunahashiShuichi Nakamura
Published in: Organic letters (2016)
The enantioselective oxidative ring-opening reaction of aziridines with α-nitroacetates has been developed. Good yields and enantioselectivity were observed for the reaction of various aziridines using a novel cinchona alkaloid amide/NiBr2 catalyst. Both enantiomers of products could be obtained by using pseudoenantiomeric chiral catalysts. This process offers an efficient route for the synthesis of α-aminoketones.
Keyphrases
  • highly efficient
  • metal organic framework
  • ionic liquid
  • reduced graphene oxide
  • capillary electrophoresis
  • transition metal
  • electron transfer
  • room temperature
  • gold nanoparticles
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  • oxide nanoparticles