文献类型：期刊文献

英文题名：Stereoselective synthesis of functionalized azepines via gold and palladium relay catalysis

作者：Yang, Wu-Lin[1,2];Shen, Jia-Huan[1,2];Zhao, Zeng-Hui[1,2];Wang, Zhongao[1,2];Deng, Wei-Ping[1,2,3]

机构：[1]East China Univ Sci & Technol, Shanghai Key Lab Chem Biol, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Sch Pharm, 130 Meilong Rd, Shanghai 200237, Peoples R China;[3]Zhejiang Normal Univ, Dept Chem, Minist Educ Adv Catalysis Mat, Key Lab, Jinhua 321004, Zhejiang, Peoples R China

年份：2022

卷号：9

期号：17

起止页码：4685

外文期刊名：ORGANIC CHEMISTRY FRONTIERS

收录：;EI(收录号：20223112529556);WOS:【SCI-EXPANDED(收录号:WOS:000830908300001)，CCR-EXPANDED(收录号:WOS:000830908300001)】；

基金：This work is supported by the Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism and the National Natural Science Foundation of China (no. 21971062 and 21901072).

语种：英文

外文关键词：Organic pollutants - Palladium - Potash - Stereoselectivity

摘要：We report herein a gold/palladium bimetallic relay catalytic strategy for the efficient synthesis of furan-fused azepines with moderate to high diastereoselectivities and excellent enantioselectivities. With this procedure, enynamides were activated by a gold catalyst to generate azadienes in situ, which trapped the Pd-TMM species via the asymmetric [4 + 3] cycloaddition process. Moreover, potassium nitrate mediated oxidative furan cleavage of the cycloadducts was achieved to synthesize poly-functionalized enantioenriched azepines with high efficiency under mild conditions.