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Keywords:

  • carbenes;
  • cycloaddition;
  • dihydropyrans;
  • N-heterocyclic carbene catalysis;
  • nitroalkenes;
  • oxodienes
Thumbnail image of graphical abstract

NHC catalysis: N-heterocyclic carbenes were found to be efficient catalysts for the unprecedented [4+2] cycloaddition of nitroalkenes and oxodienes, giving the corresponding dihydropyrans in good yield with good diastereoselectivity (see scheme). Deuteration experiment reveals that the reaction is possibly initiated by the addition of N-heterocylic carbene to nitroalkenes.