Synthesis of santiagonamine

Org Lett. 2007 Aug 16;9(17):3255-7. doi: 10.1021/ol0711974. Epub 2007 Jul 21.

Abstract

The first total synthesis of santiagonamine (1) is achieved in 12 steps from isovanillin. A palladium-catalyzed Ullmann cross-coupling reaction and a photocyclization are the key steps in the synthesis.

MeSH terms

  • Alkaloids / chemical synthesis*
  • Benzaldehydes / chemistry
  • Berberis / chemistry
  • Coumarins / chemical synthesis*
  • Isoquinolines / chemical synthesis*
  • Plants, Medicinal / chemistry
  • Wound Healing

Substances

  • Alkaloids
  • Benzaldehydes
  • Coumarins
  • Isoquinolines
  • santiagonamine
  • isovanillin