Total synthesis of a protected aglycon of the kedarcidin chromophore

Kouki Ogawa, Yasuhito Koyama, Isao Ohashi, Itaru Sato, Masahiro Hirama

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

(Chemical Equation Presented) Strong support for the recently proposed structure of the kedarcidin chromophore has been obtained through the convergent synthesis of the aglycon. The key features of the synthesis are an efficient assembly of the four fragments, a novel strategy involving an alkynyl epoxide, a cerium amide promoted nine-membered diyne ring cyclization, and a SmI 2-mediated reductive 1,2-elimination. TBS=tert-butyldimethylsilyl, MOM=methoxymethyl.

Original languageEnglish
Pages (from-to)1110-1113
Number of pages4
JournalAngewandte Chemie - International Edition
Volume48
Issue number6
DOIs
Publication statusPublished - 2009 Jan 26

Keywords

  • Antitumor agents
  • Chromophores
  • Cyclization
  • Enediynes
  • Total synthesis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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