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Keywords:

  • homogeneous catalysis;
  • chiral counterions;
  • copper;
  • ring expansion;
  • vinyl oxetanes
Thumbnail image of graphical abstract

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.