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Keywords:

  • chirality;
  • cycloaddition;
  • germanium;
  • heterocycles;
  • ylides
Thumbnail image of graphical abstract

Distorted germylene: A distorted seven-membered N-heterocyclic germylene, which has a germanium center of relatively high Lewis acidity, reacts with benzaldehyde to give (2+1+1) or (2+2+1) cycloadducts. The type of cycloadduct produced in the reaction is dependent on the ratio of substrates used. It is considered that the reactions involve stereoselective 1,3-dipolar cycloadditions of an in situ generated carbonyl germaylide.