Zuo Xiao-Dong, Guo Shu-Min, Yang Rui, Xie Jian-Hua, Zhou Qi-Lin
State Key Laboratory and Institute of Elemento-Organic Chemistry , College of Chemistry , Nankai University , Tianjin 300071 , China . Email:
Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) , Nankai University , Tianjin 300071 , China.
Chem Sci. 2017 Sep 1;8(9):6202-6206. doi: 10.1039/c7sc02112g. Epub 2017 Jul 3.
A bioinspired enantioselective synthesis of crinine-type alkaloids has been developed by iridium-catalyzed asymmetric hydrogenation of racemic cycloenones. The method features a biomimetic stereodivergent resolution of the substrates bearing a remote arylated quaternary stereocenter. Using this protocol, 24 crinine-type alkaloids and 8 analogues were synthesized in a concise and rapid way with high yield and high enantioselectivity.
通过铱催化外消旋环烯酮的不对称氢化反应,开发了一种受生物启发的对映选择性合成海葱碱型生物碱的方法。该方法的特点是对带有远程芳基化季立体中心的底物进行仿生立体发散拆分。利用该方案,以简洁、快速的方式高收率、高对映选择性地合成了24种海葱碱型生物碱和8种类似物。