Enantioselective total synthesis of aspidophytine

Shinjiro Sumi, Koji Matsumoto, Hidetoshi Tokuyama, Tohru Fukuyama

Research output: Contribution to journalArticlepeer-review

78 Citations (Scopus)

Abstract

(Matrix presented) An enantioselective total synthesis of aspidophytine is described. The indole fragment bearing a cis-alkene substituent was efficiently prepared through radical cyclization of a 2-alkenylphenylisocyanide followed by Sonogashira coupling of the generated 2-iodoindole derivative with a functionalized acetylene unit. After formation of the 11-membered cyclic amine, the aspidosperma skeleton and lactone ring were constructed to complete the total synthesis.

Original languageEnglish
Pages (from-to)1891-1893
Number of pages3
JournalOrganic letters
Volume5
Issue number11
DOIs
Publication statusPublished - 2003 May 29
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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