Castro Edison, Azmani Khalid, Garcia Andrea Hernandez, Aghabali Amineh, Liu Shuming, Metta-Magana Alejandro J, Olmstead Marilyn M, Rodríguez-Fortea Antonio, Poblet Josep M, Echegoyen Luis
Department of Chemistry, University of Texas at El Paso, 500W University Avenue, El Paso, Texas, 79902, USA.
Departament de Química Física i Inorgànica, Universitat Rovira i Virgili, C/Marcel⋅lí Domingo 1, 43007, Tarragona, Spain.
Chemistry. 2017 Nov 13;23(63):15937-15944. doi: 10.1002/chem.201702866. Epub 2017 Sep 1.
A totally unanticipated regio- and stereoisomerically pure C -symmetric trans-1-(bis-pyrrolidine)-tetra-malonate hexa-adduct of C was obtained via a topologically controlled method, followed by a 1,3-dipolar cycloaddition reaction. The structures of the products were elucidated by H and C NMR and by X-ray crystallography. The unexpected regio- and stereoselectivity observed, supported by theoretical calculations, was found to be a consequence of malonate-pyrrolidine interactions.
通过拓扑控制方法，随后进行1,3 - 偶极环加成反应，得到了一种完全意想不到的区域和立体异构体纯的C对称反式-1-(双吡咯烷)-四丙二酸六加合物C。产物的结构通过氢谱和碳谱核磁共振以及X射线晶体学得以阐明。理论计算支持下观察到的意外区域和立体选择性被发现是丙二酸-吡咯烷相互作用的结果。
