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Keywords:

  • arenes;
  • macrocycles;
  • radical reactions;
  • ring contraction;
  • total synthesis
Thumbnail image of graphical abstract

A transannular ring contraction induced by the addition of an aryl radical intermediate to a proximal arene facilitated the construction of the highly strained macrocyclic core of cavicularin (1). The precursor, an iodinated derivative of another natural product, riccardin C, was prepared from four commercially available arenes in a highly convergent sequence.