Diastereoselective Synthesis of 1,3-Oxazolidines via Cationic Iron Porphyrin-catalyzed Cycloaddition of Aziridines with Aldehydes
作者:Satoru Teranishi、Kazuki Maeda、Takuya Kurahashi、Seijiro Matsubara
DOI:10.1021/acs.orglett.9b00560
日期:2019.4.19
An efficient iron porphyrin Lewis acid-catalyzed cycloaddition of aziridines with aldehydes has been developed to provide oxazolidines with high regio- and diastereoselectivity. The cycloaddition proceeds in toluene with 1 mol % of the iron catalyst at 25 °C. A theoretical study and synchrotron-based X-ray absorption fine structure measurements provided fundamental insights into the aziridine–iron
已经开发了一种有效的铁卟啉路易斯酸催化的氮丙啶与醛的环加成反应,以提供具有高区域和非对映选择性的恶唑烷。在25℃下,在甲苯中与1mol%的铁催化剂一起进行环加成。一项理论研究和基于同步加速器的X射线吸收精细结构测量提供了对氮丙啶-铁卟啉配合物的基本见解,该配合物是生成1,3-偶极合成子的关键中间体。