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Co-Catalyzed Direct Addition of Allylic C(sp3)-H Bonds to Ketones.

Tsuyoshi MitaSatoshi HanagataKenichi MichigamiYoshihiro Sato
Published in: Organic letters (2018)
By using Co(acac)2/Xantphos with AlMe3, the C(sp3)-H bonds of allylarene derivatives were cleaved for reaction with various ketones, affording the homoallylic alcohols in moderate to good yields. The branch/linear selectivity depended on the steric and electronic factors of the ketone electrophiles. The intermediate in this reaction is thought to be a low-valent allylcobalt(I) species, which exhibits high nucleophilicity toward ketones.
Keyphrases
  • room temperature
  • high intensity
  • electron transfer
  • transition metal
  • structural basis
  • ionic liquid