文献类型：期刊文献

英文题名：Divergent Cascade Construction of Skeletally Diverse "Privileged" Pyrazole-Derived Molecular Architectures

作者：Zhang, Yongqiang[1];Wu, Shanchao[1];Wang, Shengzheng[1];Fang, Kun[1,2];Dong, Guoqiang[1];Liu, Na[1];Miao, Zhenyuan[1];Yao, Jianzhong[1];Li, Jian[2];Zhang, Wannian[1];Sheng, Chunquan[1,3];Wang, Wei[2,3]

机构：[1]Second Mil Med Univ, Sch Pharm, Dept Med Chem, Shanghai 200433, Peoples R China;[2]E China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China;[3]Univ New Mexico, Dept Chem & Chem Biol, Albuquerque, NM 87131 USA

年份：2015

卷号：2015

期号：9

起止页码：2030

外文期刊名：EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000351207100021)】；

基金：The authors thank the National Natural Science Foundation of China (NSFC) (grant 81222044 to C. S. and 21372073 to W. W.), the 863 Hi-Tech Program of China (grant 2014AA020525 to C. S.), and the National Basic Research Program of China (grant 2014CB541800 to C. S.).

语种：英文

外文关键词：Organocatalysis; Divergent synthesis; Molecular diversity; Nitrogen heterocycles; Spiro compounds; Drug design

摘要：A powerful divergent cascade strategy has been explored for the easy construction of diverse enantioenriched pyrazole-derived scaffolds from readily available chiral fused pyrazole-tetrahydropyran acetals. These versatile intermediates can react in various ways to give Michael-aldol, reduction-lactonization, -hydroxylation-acetalization-oxidation, and Wittig-aldol and Wittig-oxa-Michael cascade reactions. Using only six simple building blocks, these processes gave five distinct molecular architectures. Furthermore, screening 10 compounds representing the 5 distinct scaffolds revealed potent anticancer lead compounds that deserve further development.