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

doi:10.1002/ejoc.200800600

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 journal › Article › peer-review

12 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 language	English
Pages (from-to)	4955-4962
Number of pages	8
Journal	European Journal of Organic Chemistry
Issue number	29
DOIs	https://doi.org/10.1002/ejoc.200800600
Publication status	Published - 2008 Oct 1

Keywords

Antibiotics
Cerium acetylide
Iodoetherification
Pamamycins
Synthesis design

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry

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10.1002/ejoc.200800600

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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.",

keywords = "Antibiotics, Cerium acetylide, Iodoetherification, Pamamycins, Synthesis design",

author = "Ayako Miura and Takigawa, {Shin Ya} and Yukito Furuya and Yusuke Yokoo and Shigefumi Kuwahara and Hiromasa Kiyota",

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AU - Miura, Ayako

AU - Takigawa, Shin Ya

AU - Furuya, Yukito

AU - Yokoo, Yusuke

AU - Kuwahara, Shigefumi

AU - Kiyota, Hiromasa

PY - 2008/10/1

Y1 - 2008/10/1

N2 - 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.

AB - 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.

KW - Antibiotics

KW - Cerium acetylide

KW - Iodoetherification

KW - Pamamycins

KW - Synthesis design

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JF - Justus Liebigs Annalen der Chemie

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ER -

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

Abstract

Keywords

ASJC Scopus subject areas

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