Bai Xiangbin, Jing Zhenzhong, Liu Qian, Ye Xinyi, Zhang Gao, Zhao Xiaowei, Jiang Zhiyong
Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University , Kaifeng, Henan, P. R. China , 475004.
Division of Chemistry and Biological Chemistry, Nanyang Technological University , 21 Nanyang Link, 637371, Singapore.
J Org Chem. 2015 Dec 18;80(24):12686-96. doi: 10.1021/acs.joc.5b02286. Epub 2015 Nov 12.
An L-amino acid based urea-tertiary amine-catalyzed enantioselective stereoablative carboxylation of 3-bromooxindoles with malonic acid half thioesters (MAHTs) and diverse commercially available carboxylic acids has been developed. A series of valuable 3-substituted 3-hydroxy-2-oxindoles were obtained in high enantioselectivities (up to 93% ee). This chemoselective reaction represents the first example of MAHTs as carboxylating agents.
基于L-氨基酸的脲-叔胺催化3-溴氧化吲哚与丙二酸半硫酯(MAHTs)及多种市售羧酸的对映选择性立体消旋羧化反应已被开发出来。一系列有价值的3-取代-3-羟基-2-氧化吲哚以高对映选择性(高达93% ee)得到。这种化学选择性反应代表了MAHTs作为羧化剂的首例。