Total synthesis of dictyodendrins A-E

Hidetoshi Tokuyama, Kentaro Okano, Hideto Fujiwara, Toshiharu Noji, Tohru Fukuyama

Research output: Contribution to journalArticlepeer-review

52 Citations (Scopus)

Abstract

A highly efficient total synthesis of dictyodendrins A-E was accomplished. The synthesis features a novel benzyne-mediated one-pot indoline formation/cross-coupling sequence for the construction of a highly substituted key indoline intermediate. Peripheral substituents were introduced onto this intermediate in a modular fashion to complete the total synthesis of dictyodendrins A-E. A benzyne-mediated one-pot indoline formation/cross-coupling sequence is used for the construction of a highly substituted common indole intermediate. The peripheral substituents were introduced using a Friedel-Crafts reaction on the indole intermediate in a modular fashion to complete the total synthesis.

Original languageEnglish
Pages (from-to)560-572
Number of pages13
JournalChemistry - An Asian Journal
Volume6
Issue number2
DOIs
Publication statusPublished - 2011 Feb 1

Keywords

  • arynes
  • cross-coupling
  • cyclization
  • natural products
  • total synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry

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