Convergent synthesis of the HIJKLM ring fragment of ciguatoxin CTX3C

Hisatoshi Uehara; Tohru Oishi; Masayuki Inoue; Mitsuru Shoji; Yoko Nagumo; Masashi Kosaka; Jean Yves Le Brazidec; Masahiro Hirama

doi:10.1016/S0040-4020(02)00660-9

Convergent synthesis of the HIJKLM ring fragment of ciguatoxin CTX3C

Hisatoshi Uehara, Tohru Oishi, Masayuki Inoue, Mitsuru Shoji, Yoko Nagumo, Masashi Kosaka, Jean Yves Le Brazidec, Masahiro Hirama

研究成果: ジャーナルへの寄稿 › 学術誌 › 査読

6 被引用数 (Scopus)

抄録

Ciguatoxin CTX3C is a representative congener of the ciguatoxins, which are known to be the principal causative agents of ciguatera food poisoning. The structure of CTX3C spans more than 3nm and is characterized by 13 ether rings. To attain a practical construction of this molecule, efficient supplies of the structural fragments are crucial. Herein we report the convergent synthesis of the HIJKLM ring fragment and present a new carbonyl olefination protocol to cyclize the J ring using low-valent titanium.

本文言語	英語
ページ（範囲）	6493-6512
ページ数	20
ジャーナル	Tetrahedron
巻	58
号	32
DOI	https://doi.org/10.1016/S0040-4020(02)00660-9
出版ステータス	出版済み - 8月 5 2002
外部発表	はい

!!!All Science Journal Classification (ASJC) codes

生化学
創薬
有機化学

文献へのアクセス

10.1016/S0040-4020(02)00660-9

他のファイルとリンク

引用スタイル

@article{76524acd838545c381a2e616a3d8ec7a,

title = "Convergent synthesis of the HIJKLM ring fragment of ciguatoxin CTX3C",

abstract = "Ciguatoxin CTX3C is a representative congener of the ciguatoxins, which are known to be the principal causative agents of ciguatera food poisoning. The structure of CTX3C spans more than 3nm and is characterized by 13 ether rings. To attain a practical construction of this molecule, efficient supplies of the structural fragments are crucial. Herein we report the convergent synthesis of the HIJKLM ring fragment and present a new carbonyl olefination protocol to cyclize the J ring using low-valent titanium.",

author = "Hisatoshi Uehara and Tohru Oishi and Masayuki Inoue and Mitsuru Shoji and Yoko Nagumo and Masashi Kosaka and {Le Brazidec}, {Jean Yves} and Masahiro Hirama",

year = "2002",

month = aug,

day = "5",

doi = "10.1016/S0040-4020(02)00660-9",

language = "English",

volume = "58",

pages = "6493--6512",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Limited",

number = "32",

}

TY - JOUR

T1 - Convergent synthesis of the HIJKLM ring fragment of ciguatoxin CTX3C

AU - Uehara, Hisatoshi

AU - Oishi, Tohru

AU - Inoue, Masayuki

AU - Shoji, Mitsuru

AU - Nagumo, Yoko

AU - Kosaka, Masashi

AU - Le Brazidec, Jean Yves

AU - Hirama, Masahiro

PY - 2002/8/5

Y1 - 2002/8/5

N2 - Ciguatoxin CTX3C is a representative congener of the ciguatoxins, which are known to be the principal causative agents of ciguatera food poisoning. The structure of CTX3C spans more than 3nm and is characterized by 13 ether rings. To attain a practical construction of this molecule, efficient supplies of the structural fragments are crucial. Herein we report the convergent synthesis of the HIJKLM ring fragment and present a new carbonyl olefination protocol to cyclize the J ring using low-valent titanium.

AB - Ciguatoxin CTX3C is a representative congener of the ciguatoxins, which are known to be the principal causative agents of ciguatera food poisoning. The structure of CTX3C spans more than 3nm and is characterized by 13 ether rings. To attain a practical construction of this molecule, efficient supplies of the structural fragments are crucial. Herein we report the convergent synthesis of the HIJKLM ring fragment and present a new carbonyl olefination protocol to cyclize the J ring using low-valent titanium.

UR - http://www.scopus.com/inward/record.url?scp=0037026010&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0037026010&partnerID=8YFLogxK

U2 - 10.1016/S0040-4020(02)00660-9

DO - 10.1016/S0040-4020(02)00660-9

M3 - Article

AN - SCOPUS:0037026010

SN - 0040-4020

VL - 58

SP - 6493

EP - 6512

JO - Tetrahedron

JF - Tetrahedron

IS - 32

ER -

Convergent synthesis of the HIJKLM ring fragment of ciguatoxin CTX3C

抄録

!!!All Science Journal Classification (ASJC) codes

文献へのアクセス

他のファイルとリンク

フィンガープリント

引用スタイル