Synthesis of southern (C1′-C11′) and eastern (C8-C18) fragments of pamamycin-607, an aerial mycelium-inducing substance of Streptomyces alboniger

Hiromasa Kiyota, Yukito Furuya, Shigefumi Kuwahara, Takayuki Oritani

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

Synthesis of the southern C1′-C11′ and eastern C8-C18 fragments of pamamycin-607, an aerial mycelium-inducing substance of Streptomyces alboniger, was achieved. The southern fragment was synthesized by using the Evans aldol reaction and cis-selective iodoetherification as the key steps in a 9.6% overall yield (7 steps). The eastern fragment was constructed via the Julia coupling reaction and cis-selective iodoetherification in a 3.0% overall yield (8 steps from the known epoxide).

Original languageEnglish
Pages (from-to)2630-2637
Number of pages8
JournalBioscience, Biotechnology and Biochemistry
Volume65
Issue number12
DOIs
Publication statusPublished - Dec 1 2001

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Keywords

  • Aerial mycelium
  • Antibiotic
  • Iodoetherification
  • Pamamycin
  • Synthesis

ASJC Scopus subject areas

  • Biotechnology
  • Analytical Chemistry
  • Biochemistry
  • Applied Microbiology and Biotechnology
  • Molecular Biology
  • Organic Chemistry

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