Convergent synthesis of the HIJKLM ring fragment of ciguatoxin CTX3C

被引：55

作者：

Uehara, H

Oishi, T

Inoue, M

Shoji, M

Nagumo, Y

Kosaka, M

Le Brazidec, JY

Hirama, M ^{[1
]}

机构：

[1] Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan

[2] Japan Sci & Technol Corp, CREST, JST, Sendai, Miyagi 9808578, Japan

来源：

TETRAHEDRON | 2002年 / 58卷 / 32期

关键词：

intramolecular carbonyl olefination; low-valent titanium complex; ring-closing metathesis; polyether; ciguatoxin; CTX3C;

D O I：

10.1016/S0040-4020(02)00660-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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 3 nm 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. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：6493 / 6512

页数：20

共 81 条

[1] USEFUL DESIGNS IN THE SYNTHESIS OF TRANS-FUSED POLYETHER TOXINS [J].