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 - 2009
Externally publishedYes

Fingerprint

Cyclization
Lactones
Scaffolds
Protein-Tyrosine Kinases
clavilactone D

Keywords

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

ASJC Scopus subject areas

  • Organic Chemistry
  • Catalysis

Cite this

Studies of the asymmetric total synthesis of clavilactone D by the 'lariat' cyclization strategy. / Yoshimitsu, Takehiko; Nojima, Shoji; Hashimoto, Masashi; Tsukamoto, Koji; Tanaka, Tetsuaki.

In: Synthesis, No. 17, 2009, p. 2963-2969.

Research output: Contribution to journalArticle

Yoshimitsu, Takehiko ; Nojima, Shoji ; Hashimoto, Masashi ; Tsukamoto, Koji ; Tanaka, Tetsuaki. / Studies of the asymmetric total synthesis of clavilactone D by the 'lariat' cyclization strategy. In: Synthesis. 2009 ; No. 17. pp. 2963-2969.
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