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有机二硒化物:多功能试剂、前体及引人注目的生物活性化合物。

Organic Diselenides: Versatile Reagents, Precursors, and Intriguing Biologically Active Compounds.

作者信息

Santi Claudio, Tomassini Cristina, Sancineto Luca

机构信息

Group of Catalysis and Organic Green Chemistry, Dept. Pharmaceutical Sciences University of Perugia Via del Liceo 1-06100 Perugia, Italy.

Dept. Heterorganic Chemistry, Centre of Molecular and Macromolecular Studies Polish Academy of Science Sienkiewicza 112-90-363 Łódź, Poland.

出版信息

Chimia (Aarau). 2017 Sep 27;71(9):592-595. doi: 10.2533/chimia.2017.592.

Abstract

In this account, we describe how some organic diselenides were successfully used in the past as reagents for asymmetric stereoselective synthesis and more recently as precursors of catalysts and reagents applied in new green protocols. A biomimetic approach offered the possibility to perform oxidative reactions using hydrogen peroxide as oxidant and water as medium affording the desired products in excellent yields under mild conditions. The umpolung of the selenium atom gave novel nucleophilic reagents having a strongly accelerated reaction rate in on water conditions. Finally, the use of diselenides to exploit specific biological activities is described here as seminal examples of a promising field of research currently under investigation in our group.

摘要

在本报告中,我们描述了一些有机二硒化物过去是如何成功用作不对称立体选择性合成试剂的,以及最近是如何用作应用于新绿色方案中的催化剂和试剂的前体的。一种仿生方法提供了使用过氧化氢作为氧化剂和水作为介质进行氧化反应的可能性,在温和条件下以优异的产率得到所需产物。硒原子的极性翻转产生了新型亲核试剂,在水相条件下反应速率大大加快。最后,本文描述了利用二硒化物开发特定生物活性的情况,作为我们小组目前正在研究的一个有前景的研究领域的开创性实例。

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