Asymmetric total synthesis of pseurotin A

Yujiro Hayashi*, Mitsuru Shoji, Shinpei Yamaguchi, Takasuke Mukaiyama, Junichiro Yamaguchi, Hideaki Kakeya, Hiroyuki Osada

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

58 Citations (Scopus)


(Matrix presented) The asymmetric total syntheses of pseurotin A and 8-O-demethylpseurotin A have been accomplished. Key reactions are a NaH-promoted intramolecular cyclization of an alkynylamide to form a γ-lactam, an aldol reaction of a benzylidene-substituted ketone, and the late-stage introduction of the benzoyl group by a selective oxidation of a benzylidene moiety with dimethyldioxirane (DMD).

Original languageEnglish
Pages (from-to)2287-2290
Number of pages4
JournalOrganic Letters
Issue number13
Publication statusPublished - 2003 Jun 26
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry


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