Palladium-catalyzed regio- and enantioselective fluorination of acyclic allylic halides

Matthew H. Katcher, Allen Sha, Abigail G. Doyle

Research output: Contribution to journalArticle

120 Scopus citations

Abstract

This report describes the Pd(0)-catalyzed fluorination of linear allylic chlorides and bromides, yielding branched allylic fluorides in high selectivity. Many of the significant synthetic limitations previously associated with the preparation of these products are overcome by this catalytic method. We also demonstrate that a chiral bisphosphine-ligated palladium catalyst enables highly enantioselective access to a class of branched allylic fluorides that can be readily diversified to valuable fluorinated products.

Original languageEnglish (US)
Pages (from-to)15902-15905
Number of pages4
JournalJournal of the American Chemical Society
Volume133
Issue number40
DOIs
StatePublished - Oct 12 2011

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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