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

AGR - Bioscience and Biotechnology for Future Bioindustries

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

Access to Document

10.1002/ejoc.200800600

Cite this

@article{96140d8d45834b96a57c786f23ed8f76,

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,

day = "1",

doi = "10.1002/ejoc.200800600",

language = "English",

pages = "4955--4962",

journal = "Annalen der Pharmacie",

issn = "0075-4617",

publisher = "Wiley-VCH Verlag",

number = "29",

}

TY - JOUR

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 - 2008/10/1

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

UR - http://www.scopus.com/inward/record.url?scp=53849085526&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=53849085526&partnerID=8YFLogxK

U2 - 10.1002/ejoc.200800600

DO - 10.1002/ejoc.200800600

M3 - Article

AN - SCOPUS:53849085526

SP - 4955

EP - 4962

JO - Annalen der Pharmacie

JF - Annalen der Pharmacie

SN - 0075-4617

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

Other files and links

Fingerprint

Cite this