A concise synthesis of (-)-lasonolide A

Barry M. Trost, Craig E. Stivala, Kami L. Hull, Audris Huang, Daniel R. Fandrick

Research output: Contribution to journalArticlepeer-review

Abstract

Lasonolide A is a novel polyketide displaying potent anticancer activity across a broad range of cancer cell lines. Here, an enantioselective convergent total synthesis of the (-)-lasonolide A in 16 longest linear and 34 total steps is described. This approach significantly reduces the step count compared to other known syntheses. The synthetic strategy utilizes alkyne-bearing substrates as core building blocks and is highlighted by stitching together two similarly complex halves via a key Ru-catalyzed alkene-alkyne coupling and macrolactionization.

Original languageEnglish (US)
Pages (from-to)88-91
Number of pages4
JournalJournal of the American Chemical Society
Volume136
Issue number1
DOIs
StatePublished - Jan 8 2014

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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