Acetylene cobalt complex and vinylsilane strategy in the synthesis of ciguatoxin (D)EF analog

被引:46
作者
Kira, K [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
ciguatoxin; acetylene cobalt complex; hydrosilylation; vinylsilane;
D O I
10.1016/S0040-4039(00)00988-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A synthetic route to the (D)EF analog of ciguatoxin has been explored through acetylene cobalt complex and vinylsilane strategy. The central reactions in the synthesis are: (i) ether ring formation mediated by acetylene cobalt complex and (ii) decomplexation of the endo-acetylene cobalt complexes to vinylsilanes or olefins. Unusual rearrangement of epoxy-silane to allylic alcohol is also described. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5951 / 5955
页数:5
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