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Photoredox-catalyzed stereoselective alkylation of enamides with N-hydroxyphthalimide esters via decarboxylative cross-coupling reactions.

Jing-Yu GuoZe-Yu ZhangTing GuanLei-Wen MaoQian BanKai ZhaoTeck-Peng Loh
Published in: Chemical science (2019)
Stereoselective β-C(sp2)-H alkylation of enamides with redox-active N-hydroxyphthalimide esters via a photoredox-catalyzed decarboxylative cross-coupling reaction is demonstrated. This methodology features operational simplicity, broad substrate scopes, and excellent stereoselectivities and functional group tolerance, affording a diverse array of geometrically defined and synthetically valuable enamides bearing primary, secondary or tertiary alkyl groups in satisfactory yields.
Keyphrases
  • visible light
  • room temperature
  • high throughput
  • electron transfer
  • ionic liquid
  • amino acid
  • high density
  • mass spectrometry
  • structural basis