Combining Imine Condensation Chemistry with [3,3] Diaza-Cope Rearrangement for One-Step Formation of Hydrolytically Stable Chiral Architectures,Angewandte Chemie International Edition

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Combining Imine Condensation Chemistry with [3,3] Diaza-Cope Rearrangement for One-Step Formation of Hydrolytically Stable Chiral Architectures
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2023-05-09 , DOI: 10.1002/anie.202304490
Federico Begato ₁ , Roberto Penasa ₁ , Klaus Wurst ₂ , Giulia Licini ₁ , Cristiano Zonta ₁

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Chiral hydrolytically stable cages have been prepared by a strategy that combines the advantages of a thermodynamic driven (dynamic covalent chemistry) formation of a supramolecular structure using imine chemistry together with a [3,3]-sigmatropic rearrangement. This approach of “freezing the dynamics” has been demonstrated with chiral tris(2-pyridylmethyl)amine -based systems, which are hydrolytically stable due to the formation of C−C bonds.

中文翻译：

将亚胺缩合化学与 [3,3] Diaza-Cope 重排相结合，一步形成水解稳定的手性结构

手性水解稳定笼的制备方法结合了使用亚胺化学热力学驱动（动态共价化学）形成超分子结构的优点以及[3,3]-σ重排。这种“冻结动力学”的方法已经在基于手性三（2-吡啶甲基）胺的系统中得到了证明，该系统由于 C−C 键的形成而具有水解稳定性。

更新日期：2023-05-09

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