Synthetic studies on the HIJK-ring fragment of ciguatoxin

被引:35
作者
Liu, TZ [1 ]
Isobe, M [1 ]
机构
[1] Nagoya Univ, Grad Sch Bioagr Sci, Organ Chem Lab, Chikusa Ku, Nagoya, Aichi 4648601, Japan
关键词
acetylene-biscobalthexacarbonyl; ciguatoxin; heteroconjugate addition; Sonogashira coupling; cyclization;
D O I
10.1016/S0040-4020(00)00467-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of the tetracyclic HIJK-ring fragment of ciguatoxin with high stereoselectivity has been achieved starting from a sugar derivative directed toward the synthesis of the right part of ciguatoxin. Sonogashira coupling of a vinyl iodide with an acetylene derivative, cobalt complex-mediated (seven- and eight-membered ring) cyclizations and a heteroconjugate addition reaction play important roles in the current research work. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5391 / 5404
页数:14
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