Kang Jing-Wen, Li Xiang, Chen Fei-Yu, Luo Yuan, Zhang Shu-Cang, Kang Bin, Peng Cheng, Tian Xu, Han Bo
State Key Laboratory Breeding Base of Systematic Research Development and Utilization of Chinese Medicine Resources School of Pharmacy, Chengdu University of Traditional Chinese Medicine Chengdu 611137 P. R. China
Key Laboratory of Molecular Target & Clinical Pharmacology and the State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences & the Fifth Affiliated Hospital, Guangzhou Medical University Guangzhou 511436 P. R. China
RSC Adv. 2019 Apr 17;9(22):12255-12264. doi: 10.1039/c9ra02192b.
Protecting group-controlled annulations of tetra-substituted oxindole olefins and sulfur ylides have been achieved for the synthesis of multifunctional cyclopropane- and dihydrofuran-fused spirooxindoles. Under precise annulation regulation, a variety of cyclopropane- and dihydrofuran-fused spirooxindoles containing vicinal quaternary carbon centers were produced in up to 90% yield with up to 20 : 1 dr. This reaction demonstrates high regio-, chemo- and diastereoselectivity, broad functional group tolerance and gram-scale capacity.
通过保护基团控制的四取代氧化吲哚烯烃与硫叶立德的环化反应，实现了多功能环丙烷和二氢呋喃稠合螺环氧化吲哚的合成。在精确的环化调控下，多种含有相邻季碳中心的环丙烷和二氢呋喃稠合螺环氧化吲哚得以制备，产率高达90%，非对映选择性高达20:1。该反应具有高区域选择性、化学选择性和非对映选择性，对官能团具有广泛的耐受性，且具备克级规模的反应能力。
