Total Synthesis and Structural Revision of Clavilactone D

Kenichi Takao, Ryuichi Nemoto, Kento Mori, Ayumi Namba, Keisuke Yoshida, Akihiro Ogura

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

A structural revision of clavilactone D, a potent inhibitor of protein tyrosine kinases, was achieved by total syntheses of two newly proposed structures. The syntheses relied on ring-opening/ring-closing metathesis, which transformed a cyclobutenecarboxylate into a γ-butenolide. The syntheses confirmed that the correct structure of clavilactone D has an amino group at C-3 instead of a hydroxy group at C-2 in the originally proposed structure.

Original languageEnglish
Pages (from-to)3828-3831
Number of pages4
JournalChemistry - A European Journal
Volume23
Issue number16
DOIs
Publication statusPublished - 2017

Fingerprint

Protein-Tyrosine Kinases
Proteins
clavilactone D
butenolide

Keywords

  • medium-ring compounds
  • metathesis
  • natural products
  • structure elucidation
  • total synthesis

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Total Synthesis and Structural Revision of Clavilactone D. / Takao, Kenichi; Nemoto, Ryuichi; Mori, Kento; Namba, Ayumi; Yoshida, Keisuke; Ogura, Akihiro.

In: Chemistry - A European Journal, Vol. 23, No. 16, 2017, p. 3828-3831.

Research output: Contribution to journalArticle

Takao, Kenichi ; Nemoto, Ryuichi ; Mori, Kento ; Namba, Ayumi ; Yoshida, Keisuke ; Ogura, Akihiro. / Total Synthesis and Structural Revision of Clavilactone D. In: Chemistry - A European Journal. 2017 ; Vol. 23, No. 16. pp. 3828-3831.
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