裸甲藻毒素的合成研究。通过狄尔斯-阿尔德环加成反应构建螺亚胺部分。

Studies on the synthesis of gymnodimine. construction of the spiroimine portion via Diels-Alder cycloaddition.

作者信息

White James D, Wang Guoqiang, Quaranta Laura

机构信息

Department of Chemistry, Oregon State University, Corvallis, OR 97331-4003, USA.

出版信息

Org Lett. 2003 Dec 25;5(26):4983-6. doi: 10.1021/ol035939e.

DOI:10.1021/ol035939e

PMID:14682745

Abstract

An azaspiro[5.5]undecadiene corresponding to a subunit of the shellfish toxin gymnodimine was synthesized by Diels-Alder cycloaddition. One member of the pair of stereoisomeric adducts was transformed to a spiroimine, which will serve as the core around which the macrocyclic portion of the toxin will be assembled. [structure: see text]

摘要

通过狄尔斯-阿尔德环加成反应合成了一种与贝类毒素裸甲藻毒素亚基相对应的氮杂螺[5.5]十一碳二烯。这对立体异构加合物中的一个成员被转化为螺亚胺，它将作为毒素大环部分组装所围绕的核心。[结构：见正文]