Catalytic ring expansion of vinyl oxetanes: Asymmetric synthesis of dihydropyrans using chiral counterion catalysis

Boying Guo, Gregg Schwarzwalder, Jon T. Njardarson

Research output: Contribution to journalArticle

48 Scopus citations


Acid Showdown! The first catalytic ring expansion of vinyl oxetanes to 3,6-dihydro-2H-pyrans is described. Copper(II) triflate emerged as the best catalyst for this new transformation, which has broad scope as demonstrated by the eighteen examples included. The symmetric vinyl oxetane substrate can be asymmetrically desymmetrized when using either chiral Lewis or Brønsted acids as catalysts.

Original languageEnglish (US)
Pages (from-to)5675-5678
Number of pages4
JournalAngewandte Chemie - International Edition
Issue number23
StatePublished - Jun 4 2012



  • chiral counterions
  • copper
  • homogeneous catalysis
  • ring expansion
  • vinyl oxetanes

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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