First total synthesis of natural 6-epiplakortolide e

Org Lett. 2002 Aug 8;4(16):2763-5. doi: 10.1021/ol026285x.

Abstract

[reaction: see text] Natural 6-epiplakortolide E was first synthesized from readily available 1-bromo-10-phenyldecane in 10 steps by using singlet oxygen-mediated Diels-Alder reaction to form cyclic peroxide followed by a directed iodolactonization to give the peroxylactone core.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biological Factors / chemical synthesis*
  • Biological Factors / chemistry
  • Lactones / chemical synthesis*
  • Lactones / chemistry
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Peroxides / chemical synthesis*
  • Peroxides / chemistry

Substances

  • 6-epiplakortolide E
  • Biological Factors
  • Lactones
  • Peroxides