Laboratory of Catalysis and Organic Synthesis, Institute of Chemical Sciences and Engineering, Ecole Polytechnique Fédérale de Lausanne, Lausanne, Switzerland.
Department of Chemical Biology, Max Planck Institute for Medical Research, 69120, Heidelberg, Germany.
Chem Soc Rev. 2022 Aug 30;51(17):7344-7357. doi: 10.1039/d2cs00090c.
Aminocyclopropanes are versatile building blocks for accessing high value-added nitrogen-containing products. To control ring-opening promoted by ring strain, the Lewis acid activation of donor-acceptor substituted systems is now well established. Over the last decade, alternative approaches have emerged proceeding the formation of radical intermediates, alleviating the need for double activation of the cyclopropanes. This tutorial review summarizes key concepts and recent progress in ring-opening transformations of aminocyclopropanes radical intermediates, divided into formal cycloadditions and 1,3-difunctionalizations.
氨环丙烷是一种用途广泛的构建模块,可用于合成高附加值的含氮产品。为了控制由环张力引发的开环反应,现在已经很好地确立了路易斯酸对供体-受体取代体系的活化作用。在过去的十年中,出现了替代方法,通过形成自由基中间体来进行反应,从而减轻了对环丙烷双重活化的需求。本综述总结了氨环丙烷自由基中间体开环转化的关键概念和最新进展,分为形式环加成和 1,3-双官能化反应。