Example：10.1021/acsami.1c06204 or Chem. Rev., 2007, 107, 2411-2502
Borane Catalyzed Redox Isomerization of 2-Amino Chalcones: Hydride Abstraction or Hydride Migration? European Journal of Organic Chemistry (IF3.021), Pub Date : 2021-08-19, DOI: 10.1002/ejoc.202100883 Rundong Zhou, Jan Paradies
The borane catalyzed redox isomerization of 2-amino chalocones was developed. Mechanistic investigations by kinetic, isotopic labelling, and competition experiments as well as computational studies corroborate the concerted [1,5] hydride shift as operative mechanism. The redox isomerization products are obtained in high yield and up to >95 : 5 diastereoselectivity.