Practical total synthesis of ciguatoxin CTX3C by improved protective group strategy

被引:117
作者
Inoue, M
Uehara, H
Maruyama, M
Hirama, M [1 ]
机构
[1] Tohoku Univ, Dept Chem, Grad Sch Sci, Sendai, Miyagi 9808578, Japan
[2] Japan Sci & Technol Corp, CREST, Sendai, Miyagi 9808578, Japan
关键词
D O I
10.1021/ol027105m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Ciguatoxin CTX3C is a representative congener of ciguatoxins, which are known to be the principal causative agents of ciguatera seafood poisoning. The structure of CTX3C spans more than 3 nm and is characterized by 13 ether rings. In this paper, an improved total synthesis of CTX3C is reported. Alteration of the protective group from benzyl ether to 2-naphthylmethyl (NAP) ether drastically increases the yield for final global deprotection and has provided a sufficient amount of sample for further biological studies.
引用
收藏
页码:4551 / 4554
页数:4
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