Studies Toward the Total Synthesis of Perhydrohistrionicotoxin

  • Ko, Hyo-Jin (Natural Products Research Institute, College of Pharmacy, Seoul National University) ;
  • Lee, Tae-Ho (Natural Products Research Institute, College of Pharmacy, Seoul National University) ;
  • Kim, Shin-Ae (Natural Products Research Institute, College of Pharmacy, Seoul National University) ;
  • Kim, Sang-Hee (Natural Products Research Institute, College of Pharmacy, Seoul National University)
  • Published : 2003.10.01

Abstract

Natural histrionicotoxin, a substance isolated from the skins of the "arrow poison frog" and its fully hydrogenated derivative, perhydrohistrionicotoxin (pHTX), have been the subject of synthetic investigation because of their important neurophysiological activity and a unique framework. In this work, we could obtained the appropriately functionalized spiropiperidine compound as a formal precursor of perhydrohistrionicotoxin. An important feature of this synthesis is the creation of a stereogenic center by using Ireland-Claisen Rearrangement, and Ring-Closing Metathesis (RCM).sis (RCM).

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