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Keywords:

  • dihydropyridines;
  • insertion;
  • potassium;
  • reversibility;
  • zincates
Thumbnail image of graphical abstract

Highly polar allylpotassium reacts with pyridine in a reversible 1,4-insertion to give an unstable N-metalated dihydropyridine (DHP). The N-metalated DHP can be stabilized by conversion into the corresponding potassium zincate or magnesate maintaining the reversible character of the insertion reaction (see scheme).