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hemicryptophane-tren 衍生物的更短和模块化合成。

Shorter and modular synthesis of hemicryptophane-tren derivatives.

机构信息

Laboratoire de Chimie, CNRS, École Normale Supérieure de Lyon, 46 Allée d'Italie, F-69364 Lyon, France.

出版信息

Org Lett. 2011 Jul 15;13(14):3706-9. doi: 10.1021/ol201355t. Epub 2011 Jun 10.

Abstract

Hemicryptophanes are host molecules with many applications as supramolecular catalysts or in ion selective recognition. A very convenient and efficient modular approach for the synthesis of hemicryptophane-tren (tren, tris(2-aminoethyl)-amine) derivatives has been developed. For instance, hemicryptophane 1 was synthesized at the gram scale in four steps from vanillyl alcohol compared to the previous seven-step procedure. The size, shape, and functionalities of the molecular cavity were also easily modified.

摘要

手性穴醚是一类具有多种用途的主体分子,可用作超分子催化剂或用于离子选择性识别。我们开发了一种非常方便有效的模块化方法来合成穴醚-三乙烯四胺(tren,三(2-氨基乙基)胺)衍生物。例如,与之前的七步反应相比,我们可以从香草醇出发,通过四步反应以克级规模制备穴醚 1。此外,分子空腔的大小、形状和功能也很容易进行修饰。

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