Catalytic Asymmetric [4 + 3] Annulation of <i>C</i>,<i>N</i>-Cyclic Azomethine Imines with Copper Allenylidenes
作者:Yanfang Wang、Liping Zhu、Mengran Wang、Jiale Xiong、Nannan Chen、Xing Feng、Zhaoqing Xu、Xianxing Jiang
DOI:10.1021/acs.orglett.8b02828
日期:2018.10.19
The first asymmetric decarboxylative [4 + 3] annulation of propargylic carbamates with C, N-cyclic azomethine imines has been developed successfully by a copper- N-heterocyclic carbine system. This strategy led to a series of optically active isoquinoline-fused triazepine derivatives in good yields and with excellent enantio- and diastereoselectivities. Remarkably, Cu-allenylidene intermediates play
炔丙基氨基甲酸酯与C,N-环偶氮甲亚胺的第一个不对称脱羧环化[4 + 3]环已通过铜-N-杂环卡宾系统成功开发。这种策略导致了一系列光学活性的异喹啉稠合的三氮杂苯衍生物,收率高,对映异构和非对映异构选择性优异。值得注意的是,Cu-亚烯基中间体在该转化中起关键作用。