Synthesis of Electron Deficient 5,6-aryloxy Spiroketals

Org Lett. 2006 May 25;8(11):2365-7. doi: 10.1021/ol0606886.


[reaction: see text] A strategy for the construction of electron deficient 5,6-aryloxy spiroketal is reported. The process should prove useful for the synthesis of natural products containing similar spiroketals. The strategy uncovers an unexpected rearrangement between ortho and para quinone spiroketals.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Molecular Structure
  • Oxidation-Reduction
  • Quinones / chemistry*
  • Spiro Compounds / chemical synthesis*
  • Spiro Compounds / chemistry
  • Stereoisomerism


  • Quinones
  • Spiro Compounds
  • beta-rubromycin