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Keywords:

  • computational chemistry;
  • cyclopropyl probes;
  • reaction mechanisms;
  • singlet oxygen;
  • stereoselectivity

Abstract

The mechanism of the singlet oxygen ene reaction has been a subject of renewed interest within the last few years. The main question being whether this reaction proceeds through a concerted mechanism or if it involves discrete intermediates. In general, the majority of experimental and computational studies support a traditional stepwise mechanism involving a perepoxide-like intermediate. In this minireview we highlight the most prominent and recent theoretical, as well as experimental results relating to the challenging mechanism of the singlet oxygen ene oxyfunctionalization.