Asymmetric Synthesis of Enantiopure Pyrrolidines by C(sp 3 )-H Amination of Hydrocarbons

  • Lazib, Yanis
  • Retailleau, Pascal
  • Saget, Tanguy
  • Darses, Benjamin
  • Dauban, Philippe
Publication date
July 2021
Publisher
Wiley

Abstract

International audienceThe asymmetric synthesis of enantiopure pyrrolidines is reported via a streamlined strategy relying on two sequential C-H functionalizations of simple hydrocarbons. The first step is a regio-and stereoselective catalytic nitrene C-H insertion. Then, a subsequent diastereoselective cyclization involving a 1,5-Hydrogen Atom Transfer (HAT) from a N-centered radical leads to the formation of pyrrolidines that can then be converted to their free NH-derivatives

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