摘要/Abstract

N³-嘌呤核苷由于可能同时被嘌呤和嘧啶代谢酶识别，因而有望作为双靶点药物应用于抗病毒治疗.报道了一种以α-（N³-嘌呤）取代的环烷酮为原料，通过不对称氢转移反应实现动态动力学拆分，高收率高立体选择性地合成系列碳环N³-嘌呤核苷化合物.该催化体系也适用于α-嘧啶取代的环烷酮底物，且产物通过进一步衍生，合成了2'-F-，AcS-，N₃-修饰的碳环嘧啶核苷.
关键词: 碳环核苷, 双靶点抑制剂, 动态动力学拆分, 不对称氢转移反应
N³-Purine nucleoside can be employed as a potent dual inhibitor to inhibit viruses more effectively because it could be possibly recognized by both purine-and pyrimidine-metabolizing enzymes. Herein, an asymmetric transfer hydrogenation via dynamic kinetic resolution of rac-α-(purin-3-yl)cyclopentones has been developed to produce a wide range of carbocyclic N³-purine nucleosides in high yields and excellent stereoselectivities. Moreover, the catalytic system was suitable for rac-α-pyrimidinyl cyclopentones. With additional transformations, several 2'-F-, AcS-, N₃-modified carbocyclic nucleosides could be obtained with good to excellent yields and excellent enantioselectivities.
Key words: carbocyclic nucleosides, dual inhibitors, dynamic kinetic resolution, asymmetric transfer hydrogenation


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