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 - Oct 2008
Externally published	Yes

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

Cite this

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

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",

year = "2008",

month = oct,

doi = "10.1002/ejoc.200800600",

language = "English",

pages = "4955--4962",

journal = "European Journal of Organic Chemistry",

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publisher = "Wiley-VCH Verlag",

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T1 - Synthesis of the L-acid (C1-C18) fragment of pamamycin-593 and De-N-methylpamamycin-579

AU - Miura, Ayako

AU - Takigawa, Shin Ya

AU - Furuya, Yukito

AU - Yokoo, Yusuke

AU - Kuwahara, Shigefumi

AU - Kiyota, Hiromasa

PY - 2008/10

Y1 - 2008/10

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

UR - https://www.scopus.com/pages/publications/53849085526

UR - https://www.scopus.com/pages/publications/53849085526#tab=citedBy

U2 - 10.1002/ejoc.200800600

DO - 10.1002/ejoc.200800600

M3 - Article

AN - SCOPUS:53849085526

SN - 1434-193X

SP - 4955

EP - 4962

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 29

ER -

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

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

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