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Direct annulation between glycine derivatives and thiiranes through photoredox/iron cooperative catalysis.

Shutao WangYuan GaoYansong HuJintao ZhouZhidang ChenZhao LiuYuan Zhang
Published in: Chemical communications (Cambridge, England) (2023)
A visible-light-induced aerobic oxidative [2+3] cycloaddition reaction between glycine derivatives and thiiranes has been disclosed, which provides an efficient and atom-economical strategy for the rapid synthesis of thiazolidine-2-carboxylic acid derivatives and the post-modification of glycine-derived dipeptides under mild conditions with good yield and high diastereoselectivities. A preliminary mechanistic study favors a pathway involving a cooperative photoredox catalysis and iron catalysis.
Keyphrases
  • visible light
  • structure activity relationship
  • molecular dynamics
  • iron deficiency
  • high intensity
  • electron transfer