Total synthesis of (-)-agelastatin A

Takehiko Yoshimitsu, Tatsunori Ino, Tetsuaki Tanaka

Research output: Contribution to journalArticlepeer-review

67 Citations (Scopus)


(Chemical Equation Presented) A new route to (-)-agelastatin A is reported. The requisite nitrogen functionalities of the agelastatin core have been installed by intramolecular aziridination of an azidoformate and subsequent regioselective azidation, leading to net trans-diamination of the double bond. The present synthesis also demonstrates two new protocols for the preparation of an imidazolidinone hemiaminal motif from an oxazolidinone intermediate which comprise sequential N-tert-butoxycarbonylation, urea formation, hydrolysis, and oxidative cyclization, and direct aminolysis and subsequent oxidative cyclization.

Original languageEnglish
Pages (from-to)5457-5460
Number of pages4
JournalOrganic Letters
Issue number23
Publication statusPublished - 2008
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry


Dive into the research topics of 'Total synthesis of (-)-agelastatin A'. Together they form a unique fingerprint.

Cite this