A cross-metathesis approach to the stereocontrolled synthesis of the AB ring segment of ciguatoxin

Isao Kadota, Takashi Abe, Miyuki Uni, Hiroyoshi Takamura, Yoshinori Yamamoto

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Synthesis of the AB ring segments of ciguatoxin is described. The present synthesis includes a Lewis acid mediated cyclization of allylstannane with aldehyde, cross-metathesis reaction introducing the side chain, and Grieco-Nishizawa dehydration on the A ring.

Original languageEnglish
Pages (from-to)3643-3647
Number of pages5
JournalTetrahedron Letters
Volume49
Issue number22
DOIs
Publication statusPublished - May 26 2008

    Fingerprint

Keywords

  • Allylstannane-aldehyde condensation
  • Ciguatoxin
  • Cross-metathesis
  • Polycyclic ethers

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this