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Keywords:

  • DFT calculations;
  • carbocations;
  • cycloaddition;
  • furans;
  • fused-ring systems
Thumbnail image of graphical abstract

It all adds up: Furfuryl alcohols are revealed as direct reaction partners for a wide range of conjugated dienes in a (4+3) cycloaddition motif (see scheme). This novel Lewis acid promoted process gives straightforward access to various polycyclic skeletons containing a seven-membered ring. A plausible cationic stepwise mechanism was confirmed by DFT calculations.