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An asymmetric oxidative cyclization/Mannich-type addition cascade reaction for direct access to chiral pyrrolidin-3-ones.

Su ZhouXiongda XieXinxin XuShanliang DongWenhao HuXin-Fang Xu
Published in: Chemical communications (Cambridge, England) (2021)
An efficient gold and chiral phosphoric acid cooperatively catalyzed enantioselective oxidative cyclization/Mannich-type addition reaction of homopropargyl amides with nitrones has been developed, which provides chiral pyrrolidin-3-ones in high yields with excellent enantioselectivities under mild conditions. This reaction employed stable and readily available alkynes as non-diazo carbene precursors, which provides a 100% atom economy method with high bond formation efficiency.
Keyphrases
  • electron transfer
  • capillary electrophoresis
  • ionic liquid
  • room temperature
  • mass spectrometry
  • molecular dynamics
  • solid state