Biomimetic studies towards the C28-C40 polycyclic domain of the azaspiracids

被引:38
作者
Aiguade, J [1 ]
Hao, JL [1 ]
Forsyth, CJ [1 ]
机构
[1] Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA
基金
美国国家卫生研究院;
关键词
D O I
10.1016/S0040-4039(00)02156-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An acyclic intermediate representing a putative biomimetic precursor of the C28-C40 domain of the novel marine toxin azaspiracid was constructed convergently from C28-C34 and C35-C40 fragments. In studying the assembly of the C28-C34 dioxabicyclo[3.3.1]nonane system via an intramolecular hetero-conjugate addition upon a C34-C36 enone, a stereoselective C-Michael addition intervened to provide a highly substituted cyclohexane. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:817 / 820
页数:4
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