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Enantioselective Copper-Catalyzed Arylation-Driven Semipinacol Rearrangement of Tertiary Allylic Alcohols with Diaryliodonium Salts.

Daniel H LukamtoMatthew J Gaunt
Published in: Journal of the American Chemical Society (2017)
A copper-catalyzed enantioselective arylative semipinacol rearrangement of allylic alcohols using diaryliodonium salts is reported. Chiral Cu(II)-bisoxazoline catalysts initiate an electrophilic alkene arylation, triggering a 1,2-alkyl migration to afford a range of nonracemic spirocyclic ketones with high yields, diastereo- and enantioselectivities.
Keyphrases
  • ionic liquid
  • metal organic framework
  • highly efficient
  • transition metal
  • aqueous solution
  • capillary electrophoresis