Concepedia

Synthetic Studies of Zoanthamine/Norzoanthamine. Biogenetic-like One-Step Construction of the Heterocyclic Aminal Core (CDEFG Ring) from a Monocyclic Precursor.

Naotsuka Hikage, Hironori Furukawa, Ken‐ichi Takao, Susumu Kobayashi

Chemical and Pharmaceutical Bulletin · 2000 · 37 citations · 0 references

Open access

Concepts

Natural SciencesChemistryMedicinal ChemistryDrug DiscoveryOrganic ChemistrySynthetic Medicinal ChemistryAlkaloid BiosynthesisHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsOrganic SynthesisRetrosynthetic AnalysisAlkaloid Skeleton FormationAmino Acid-derived HeterocyclesHeterocyclic Medicinal ChemistryMedicinal HeterocyclesPlant AlkaloidsPrecursor Compounds

Abstract

Biogenetic-like one-step construction of the pentacyclic aminal core of zoanthamine/norzoanthamine alkaloids was accomplished in high yield from the suitably protected monocyclic aminohydroxy diketocarboxylic acid 7 by heating in aqueous acetic acid.