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Redox-Neutral Access to Isoquinolinones via Rhodium(III)-Catalyzed Annulations of O-Pivaloyl Oximes with Ketenes.

Xifa YangSong LiuSongjie YuLingheng KongYu LanXingwei Li
Published in: Organic letters (2018)
A mild and redox-neutral [4 + 2] annulation of O-pivaloyl oximes with ketenes has been realized for synthesis of quaternary-carbon-stereocenter-containing (QCSC) isoquinolinones, where the N-OPiv not only acts as an oxidizing group but also offers coordination saturation to inhibit protonolysis. The reaction mechanism has been studied by DFT calculations.
Keyphrases
  • density functional theory
  • electron transfer
  • molecular dynamics
  • molecular dynamics simulations
  • room temperature
  • monte carlo
  • crystal structure