Studies of the asymmetric total synthesis of clavilactone D by the 'lariat' cyclization strategy

Takehiko Yoshimitsu, Shoji Nojima, Masashi Hashimoto, Koji Tsukamoto, Tetsuaki Tanaka

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

A route to the core structure of clavilactone D, a new member of the tyrosine kinase inhibitors, is reported. The route employs sequential cyclization initiated by iodo etherification followed by Friedel-Crafts cyclization to furnish a polycyclic lactone fused with an aromatic ring, which is readily transformed into the proposed clavilactone scaffold.

Original languageEnglish
Pages (from-to)2963-2969
Number of pages7
JournalSynthesis
Issue number17
DOIs
Publication statusPublished - Nov 18 2009
Externally publishedYes

Keywords

  • Alkylations
  • Asymmetric synthesis
  • Cyclizations
  • Natural products
  • Total synthesis

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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