Synthesis of the L-acid (C1-C18) fragment of pamamycin-593 and De-N-methylpamamycin-579

Ayako Miura, Shin Ya Takigawa, Yukito Furuya, Yusuke Yokoo, Shigefumi Kuwahara, Hiromasa Kiyota

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

The L-acid (C1-C18) fragment of pamamycin-593 and de-N-methylpamamycin-579, strong aerial mycelium-inducers of Streptomyces alboniger, was synthesized using a cis-selective iodoetherification and a nucleophilic addition of a cerium acetylide to an aldehyde as the key steps.

Original languageEnglish
Pages (from-to)4955-4962
Number of pages8
JournalEuropean Journal of Organic Chemistry
Issue number29
DOIs
Publication statusPublished - Oct 2008
Externally publishedYes

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Cerium
cerium
aldehydes
Aldehydes
fragments
Antennas
acids
Acids
synthesis
pamamycin

Keywords

  • Antibiotics
  • Cerium acetylide
  • Iodoetherification
  • Pamamycins
  • Synthesis design

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry

Cite this

Synthesis of the L-acid (C1-C18) fragment of pamamycin-593 and De-N-methylpamamycin-579. / Miura, Ayako; Takigawa, Shin Ya; Furuya, Yukito; Yokoo, Yusuke; Kuwahara, Shigefumi; Kiyota, Hiromasa.

In: European Journal of Organic Chemistry, No. 29, 10.2008, p. 4955-4962.

Research output: Contribution to journalArticle

Miura, Ayako ; Takigawa, Shin Ya ; Furuya, Yukito ; Yokoo, Yusuke ; Kuwahara, Shigefumi ; Kiyota, Hiromasa. / Synthesis of the L-acid (C1-C18) fragment of pamamycin-593 and De-N-methylpamamycin-579. In: European Journal of Organic Chemistry. 2008 ; No. 29. pp. 4955-4962.
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