Stereocontrolled synthesis of the IJK ring segment of yessotoxin

Isao Kadota, Takashi Abe, Yuki Sato, Chizuko Kabuto, Yoshinori Yamamoto

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

A stereocontrolled synthesis of the IJK ring segment of yessotoxin is described. Cyclization of 11 mediated by SmI2 gave the IJ ring system 12 as the sole product. Construction of the K ring moiety was performed by the acid catalyzed cyclization of epoxy alcohol 20 to afford the IJK ring segment in a highly stereocontrolled manner.

Original languageEnglish
Pages (from-to)6545-6548
Number of pages4
JournalTetrahedron Letters
Volume47
Issue number37
DOIs
Publication statusPublished - Sep 11 2006
Externally publishedYes

Keywords

  • Cyclization
  • Polycyclic ethers
  • Yessotoxin

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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