可扩展的、立体控制的（±）-轴海藻胺 A 和 B 的全合成。
Scalable, stereocontrolled total syntheses of (±)-axinellamines A and B.
机构信息
Department of Chemistry, The Scripps Research Institute, La Jolla, California 92037, United States.
出版信息
J Am Chem Soc. 2011 Sep 7;133(35):13922-5. doi: 10.1021/ja206191g. Epub 2011 Aug 16.
Abstract
The development of a simple, efficient, scalable, and stereocontrolled synthesis of a common intermediate en route to the axinellamines, massadines, and palau'amine is reported. This completely new route was utilized to prepare the axinellamines on a gram scale. In a more general sense, three distinct and enabling methodological advances were made during these studies: (1) an ethylene glycol-assisted Pauson-Khand cycloaddition reaction, (2) a Zn/In-mediated Barbier-type reaction, and (3) a TfNH(2)-assisted chlorination-spirocyclization.
摘要
本文报道了一种简单、高效、可扩展且具有立体选择性的通用中间体合成方法，该方法可用于轴突藻胺、马萨丁和 palau'amine 的合成。这条全新的路线可用于克级规模制备轴突藻胺。更普遍地说，在这些研究中取得了三项截然不同且有效的方法学进展：（1）乙二醇辅助的 Pauson-Khand 环加成反应，（2）Zn/In 介导的 Barbier 型反应，以及（3）TfNH(2)辅助的氯化-螺环化反应。
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