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Keywords:

  • acetal tethers;
  • biphenols;
  • dioxepines;
  • diphenols;
  • radical cyclization
Thumbnail image of graphical abstract

Traditional methods are ill-suited for the synthesis of ortho,ortho-biphenols, a structural motif found in many polyphenolic natural products, as well as synthetically useful compounds such as the chiral ligands binol, vapol, and vanol. The new route consists of a radical-based reaction of an acetal-tethered biphenyl ether substrate and subsequent hydrolytic cleavage of the dibenzo-1,3-dioxepine intermediate.