Synthesis of spiro[2.5]octa-4,7-dien-6-one with consecutive quaternary centers via 1,6-conjugate addition induced dearomatization of para-quinone methides

Chem Commun (Camb). 2015 Nov 11;51(87):15831-4. doi: 10.1039/c5cc06287j.

Abstract

An efficient one-pot approach for the synthesis of spiro[2.5]octa-4,7-dien-6-ones by employing para-quinone methides has been developed. The reaction proceeded smoothly in high yields under mild conditions without the use of metals. Moreover, all products obtained herein contained two or three consecutive quaternary centers.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cyclohexanones / chemical synthesis*
  • Cyclohexanones / chemistry
  • Cyclopropanes / chemical synthesis*
  • Cyclopropanes / chemistry
  • Green Chemistry Technology
  • Molecular Structure
  • Spiro Compounds / chemical synthesis*
  • Spiro Compounds / chemistry

Substances

  • Cyclohexanones
  • Cyclopropanes
  • Spiro Compounds