Total syntheses of nitrogen-containing cyclic natural products based on aryl amination

Kentaro Okano, Tohru Fukuyama, Hidetoshi Tokuyama

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

This article focuses on the development of an aromatic amination reaction using CuI and CsOAc and its application to total syntheses of nitrogen-containing cyclic natural products. The reaction conditions present several unprecedented features that have not been observed in conventional palladium-catalyzed systems, including high functional group compatibility (e.g., N-alloc-and sp2-Br are retained) and applicability for highly hindered substrates. The utility of this reaction has been fully demonstrated through total syntheses of duocarmycins, yatakemycin, and PDE-II.

Original languageEnglish
Pages (from-to)1036-1046
Number of pages11
JournalYuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
Volume68
Issue number10
DOIs
Publication statusPublished - 2010 Oct 1

Keywords

  • Amination
  • CC-1065
  • Duocarmycin
  • PDE
  • Total synthesis
  • Yatakemycin

ASJC Scopus subject areas

  • Organic Chemistry

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