Total synthesis of (-)-FR182877 through tandem IMDA-IMHDA reactions and stereoselective transition-metal-mediated transformations

Natsumi Tanaka, Takahiro Suzuki, Takehiko Matsumura, Yosuke Hosoya, Masahisa Nakada

Research output: Contribution to journalArticle

32 Citations (Scopus)

Abstract

Intelligent design: The total synthesis of the cytotoxic (-)- FR182877 relies on 1) tandem Diels-Alder reactions to close rings A-D (see scheme), 2) a palladium-mediated 7- exo-trig reaction, and 3) an iridium-mediated isomerization followed by epimerization and stereoselective reduction.

Original languageEnglish
Pages (from-to)2580-2583
Number of pages4
JournalAngewandte Chemie - International Edition
Volume48
Issue number14
DOIs
Publication statusPublished - 2009 Mar 23

Keywords

  • Antitumor Agents
  • Cycloaddition
  • Natural products
  • Polycycles
  • Strained molecules

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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