Zhang Jia-Lu, Liu Jin-Yu, Xu Guo-Qiang, Luo Yong-Chun, Lu Hong, Tan Chang-Yin, Hu Xiu-Qin, Xu Peng-Fei
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China.
Key Laboratory of Synthetic and Natural Functional Molecular Chemistry of the Ministry of Education, National Demonstration Center for Experimental Chemistry Education (Northwest University), College of Chemistry & Materials Science, Northwest University, Xi'an 710127, China.
Org Lett. 2021 May 7;23(9):3287-3293. doi: 10.1021/acs.orglett.1c00712. Epub 2021 Apr 16.
A novel one-pot triple-reaction strategy for the asymmetric construction of polycyclic skeletons with multiple consecutive chiral centers through aza-Michael/Michael/Wittig/ketyl radical addition/esterification processes is reported. A wide range of polycyclic tetrahydroquinoline derivatives were smoothly obtained from easily available starting materials with good results (up to 80% yield, >20:1 dr, >99% ee) under mild conditions. In this transformation, five chemical bonds and five consecutive chiral centers were successively formed.
报道了一种新颖的一锅三反应策略，通过氮杂迈克尔/迈克尔/维蒂希/酮基自由基加成/酯化过程，不对称构建具有多个连续手性中心的多环骨架。从容易获得的起始原料顺利得到了多种多环四氢喹啉衍生物，在温和条件下效果良好（产率高达80%，非对映选择性>20:1，对映体过量>99%）。在该转化过程中，依次形成了五个化学键和五个连续的手性中心。
