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Radical Redox-Relay Catalysis: Formal [3+2] Cycloaddition of N-Acylaziridines and Alkenes.

Wei HaoXiangyu WuJames Z SunJuno C SiuSamantha N MacMillanSong Lin
Published in: Journal of the American Chemical Society (2017)
We report Ti-catalyzed radical formal [3+2] cycloadditions of N-acylaziridines and alkenes. This method provides an efficient approach to the synthesis of pyrrolidines, structural units prevalent in bioactive compounds and organocatalysts, from readily available starting materials. The overall redox-neutral reaction was achieved via a redox-relay mechanism, which harnesses radical intermediates for selective C-N bond cleavage and formation.
Keyphrases
  • electron transfer
  • room temperature
  • transition metal