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Asymmetric Electrophilic Difluoromethylthiolation of Indanone-Based β-Keto Esters Using Difluoromethanesulfonyl Hypervalent Iodonium Ylides.

Satoshi GondoOkiya MatsubaraHélène ChachignonYuji SumiiDominique CahardNorio Shibata
Published in: Molecules (Basel, Switzerland) (2019)
The first electrophilic diastereoselective direct introduction of the difluoromethylthio group is described. We used a chiral auxiliary-based approach to illustrate the versatility of our recently developed difluoromethanesulfonyl hypervalent iodonium ylide reagents for the difluoromethylthiolation of indanone-based β-keto esters. Chiral SCF₂H-featuring compounds were obtained in up to 93% ee value.
Keyphrases
  • capillary electrophoresis
  • ionic liquid
  • mass spectrometry