Total synthesis of dictyodendrins B and E

J Org Chem. 2013 Jun 7;78(11):5810-5. doi: 10.1021/jo400841d. Epub 2013 May 23.

Abstract

The concise synthesis of the novel telomerase inhibitors dictyodendrins B and E was completed in only 9 and 11 steps (longest linear sequence). The highly convergent strategy employed a palladium-catalyzed Larock indole synthesis and a palladium-mediated one-pot consecutive Buchwald-Hartwig amination/C-H activation reaction as key steps. The present synthesis exhibits respectable levels of atom-, redox-, and step-economy.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbazoles / chemical synthesis*
  • Carbazoles / chemistry
  • Molecular Structure
  • Pyrroles / chemical synthesis*
  • Pyrroles / chemistry
  • Stereoisomerism
  • Telomerase / antagonists & inhibitors

Substances

  • Carbazoles
  • Pyrroles
  • dictyodendrin B
  • dictyodendrin E
  • Telomerase