Stereocontrolled synthesis of the IJK ring segment of yessotoxin

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

Research output: Contribution to journalArticle

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

Fingerprint

Cyclization
Alcohols
Acids
yessotoxin

Keywords

  • Cyclization
  • Polycyclic ethers
  • Yessotoxin

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Stereocontrolled synthesis of the IJK ring segment of yessotoxin. / Kadota, Isao; Abe, Takashi; Sato, Yuki; Kabuto, Chizuko; Yamamoto, Yoshinori.

In: Tetrahedron Letters, Vol. 47, No. 37, 11.09.2006, p. 6545-6548.

Research output: Contribution to journalArticle

Kadota, Isao ; Abe, Takashi ; Sato, Yuki ; Kabuto, Chizuko ; Yamamoto, Yoshinori. / Stereocontrolled synthesis of the IJK ring segment of yessotoxin. In: Tetrahedron Letters. 2006 ; Vol. 47, No. 37. pp. 6545-6548.
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