An organocascade approach to α,α-chlorofluoroalcohols

Montgomery D. Hayes, Melanie Rodríguez-Alvarado, Stacey E. Brenner-Moyer

Research output: Contribution to journalArticlepeer-review

11 Scopus citations


Abstract Fluorinated, tetrasubstituted, carbon stereocenters are challenging to install enantioselectively. gem-Chlorofluoro compounds contain a fluorinated, tetrasubstituted stereocenter, and are an entrée into other such compounds. We report herein the first catalytic, enantioselective method to prepare gem-chlorofluoro compounds from unfunctionalized aldehydes. This one-pot method precludes the isolation of volatile and/or reactive α-haloaldehyde intermediates.

Original languageEnglish (US)
Article number46379
Pages (from-to)4718-4720
Number of pages3
JournalTetrahedron Letters
Issue number32
StatePublished - Jul 14 2015

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry


  • Domino reactions
  • Fluorine
  • Organocatalysis
  • Synthetic method


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