Synthetic Studies on Presporolide, a Putative Enediyne Precursor of Sporolides

Shuji Yamashita, Kanae Terayama, Eri Ozeki, Yujiro Hayashi, Masahiro Hirama

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

A synthesis of the core framework of presporolide, which possesses both a strained bicyclo[7.3.0]dodecadiyne moiety and a distinctive macrolactone structure, is reported. This synthesis features: (i) a Cu-mediated O-arylation of a hindered tertiary alcohol using triarylbismuth reagent; (ii) stereoselective construction of the strained nine-membered diyne ring; and (iii) atroposelective formation of the macrolactone.

Original languageEnglish
Pages (from-to)276-279
Number of pages4
JournalOrganic letters
Volume20
Issue number1
DOIs
Publication statusPublished - 2018 Jan 5

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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