Fu Zhengyan, Deng Ning, Su Sheng-Nan, Li Hongyang, Li Ren-Zhe, Zhang Xia, Liu Jie, Niu Dawen
Department of Emergency, State Key Laboratory of Biotherapy and Cancer Center, West China Hospital, School of Chemical Engineering, Sichuan University, No. 17 Renmin Nan Road, Chengdu, 610041, China.
School of Science, Xihua University, Chengdu, 610039, China.
Angew Chem Int Ed Engl. 2018 Nov 12;57(46):15217-15221. doi: 10.1002/anie.201809391. Epub 2018 Oct 24.
Reported is the asymmetric propargylic substitution (APS) reaction of 5H-thiazol-4-ones using a Cu/Zn dual metal catalytic system and the APS reaction of 5H-oxazol-4-ones using a Cu/Ti catalytic system. These reactions furnish functional-group-rich, terminal-alkyne-containing products with two vicinal stereocenters in high yields and with good to excellent diastereo- and enantioselectivities. This study demonstrates the use of dual metal catalytic systems as a viable approach to improve the selectivity profiles of the copper-catalyzed APS reactions.
报道了使用铜/锌双金属催化体系对5H-噻唑-4-酮进行的不对称炔丙基取代（APS）反应，以及使用铜/钛催化体系对5H-恶唑-4-酮进行的APS反应。这些反应以高收率、良好至优异的非对映和对映选择性提供了富含官能团、含末端炔烃的具有两个相邻立体中心的产物。这项研究证明了使用双金属催化体系作为改善铜催化APS反应选择性的可行方法。
