Total synthesis of (+)-neopeltolide

Haruhiko Fuwa, Shinya Naito, Tomomi Goto, Makoto Sasaki

Research output: Contribution to journalArticlepeer-review

80 Citations (Scopus)

Abstract

(Chemical Equation Presented) Rapid elaboration: (+)-Neopeltolide, a novel marine metabolite with potent cytotoxicity against several cancer cell lines, was the target of an efficient total synthesis (see scheme). The construction of the 2,4,6-trisubstituted tetrahydropyran substructure is based on a Suzuki-Miyaura coupling/ring-closing metathesis sequence. BOM = benzyloxymethyl, MPM = 4-methoxyphenylmethyl, TIPS = triisopropylsilyl.

Original languageEnglish
Pages (from-to)4737-4739
Number of pages3
JournalAngewandte Chemie - International Edition
Volume47
Issue number25
DOIs
Publication statusPublished - 2008 Jun 9

Keywords

  • Macrolides
  • Natural products
  • Ring-closing metathesis
  • Suzuki-Miyaura coupling
  • Total synthesis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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