Palladium-catalyzed asymmetric synthesis of allylic fluorides

Matthew H. Katcher, Abigail G. Doyle

Research output: Contribution to journalArticlepeer-review

164 Scopus citations


The enantioselective fluorination of readily available cyclic allylic chlorides with AgF has been accomplished using a Pd(0) catalyst and Trost bisphosphine ligand. The reactions proceed with unprecedented ease of operation for Pd-mediated nucleophilic fluorination, allowing access to highly enantioenriched cyclic allylic fluorides that bear diverse functional groups. Evidence that supports a mechanism in which C-F bond formation occurs by an SN2-type attack of fluoride on a Pd(II)-allyl intermediate is presented.

Original languageEnglish (US)
Pages (from-to)17402-17404
Number of pages3
JournalJournal of the American Chemical Society
Issue number49
StatePublished - Dec 15 2010

All Science Journal Classification (ASJC) codes

  • Catalysis
  • General Chemistry
  • Biochemistry
  • Colloid and Surface Chemistry


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