The synthesis of dendroflorin

J Asian Nat Prod Res. 2017 Jun;19(6):602-609. doi: 10.1080/10286020.2017.1324953. Epub 2017 May 9.

Abstract

The first synthesis of dendroflorin has been achieved in 10 steps with an overall yield of 5.5%. The key step in the synthesis features the biphenyl structure is built through Suzuki-Miyaura reaction. In addition, the ortho-localization effect induced by aromatic substituent during the bromination of intermediate 8 is also observed and discussed.

Keywords: Suzuki–Miyaura reaction; Total synthesis; dendroflorin; localization effect.

MeSH terms

  • Benzoates / chemical synthesis*
  • Benzoates / chemistry
  • Biphenyl Compounds / chemistry
  • Catalysis
  • Dendrobium / chemistry*
  • Fluorenes / chemistry
  • Fluorenes / isolation & purification*
  • Hydroquinones / chemistry
  • Molecular Structure

Substances

  • Benzoates
  • Biphenyl Compounds
  • Fluorenes
  • Hydroquinones
  • dendroflorin
  • diphenyl
  • hydroquinone