Natural Product Chemistry, CSIR-Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad, 500 007, India.
Org Lett. 2013 Apr 5;15(7):1512-5. doi: 10.1021/ol400287q. Epub 2013 Mar 11.
A highly stereo-, regio-, and chemoselective method has been devised for the synthesis of a wide range of spirooxindolyl oxazolidines via an intermolecular 1,3-dipolar cycloaddition of carbonyl ylides generated from dimethyl diazomalonate and aromatic aldehydes, with cyclic ketimines using 5 mol % of Rh2(OAc)4 under mild conditions. Similarly, highly functionalized spirooxindolyl pyrrolines have also been prepared through 1,3-dipolar cycloaddition of azomethine ylides generated from dimethyl diazomalonate and cyclic ketimines, with dimethyl acetylenedicarboxylate.
一种高度立体、区域和化学选择性的方法已经被设计用于通过羰基叶立德与芳香醛和环状酮亚胺之间的分子间 1,3-偶极环加成反应合成广泛的螺环氧化吲哚恶唑烷，其中羰基叶立德是由二甲基重氮丙二酸二甲酯生成的，使用 5 mol%的 Rh2(OAc)4 在温和条件下。同样，通过二甲基重氮丙二酸二甲酯和环状酮亚胺生成的亚胺叶立德与二甲基丙炔二羧酸二甲酯的 1,3-偶极环加成反应，也制备了高度官能化的螺环氧化吲哚吡咯烷。
