文献类型：期刊文献

英文题名：Palladium-Catalyzed Diastereoselective Formal [5+3] Cycloaddition for the Construction of Spirooxindoles Fused with an Eight-Membered Ring

作者：Niu, Ben[1,2];Wu, Xiao-Yun[1,2];Wei, Yin[4];Shi, Min[1,2,3,4]

机构：[1]East China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, 130 Mei Long Rd, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Sch Chem & Mol Engn, Inst Fine Chem, 130 Mei Long Rd, Shanghai 200237, Peoples R China;[3]Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518000, Guangdong, Peoples R China;[4]Chinese Acad Sci, Univ Chinese Acad Sci, State Key Lab Organometall Chem, Ctr Excellence Mol Synth,Shanghai Inst Organ Chem, 354 Fenglin Lu, Shanghai 200032, Peoples R China

年份：2019

卷号：21

期号：12

起止页码：4859

外文期刊名：ORGANIC LETTERS

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000473116000097)，CCR-EXPANDED(收录号:WOS:000473116000097)】；

基金：We are grateful for the financial support from the National Basic Research Program of China [(973)-2015CB856603], the Strategic Priority Research Program of the Chinese Academy of Sciences (Grant No. XDB20000000) and sioczz201808, the National Natural Science Foundation of China (220472096, 21372241, 21572052, 20672127, 21421091, 21372250, 21121062, 21302203, 20732008, 21772037, 21772226, and 21861132014), the Shenzhen Nobel Prize Scientists Laboratory Project, and the Fundamental Research Funds for the Central Universities 222201717003.

语种：英文

摘要：A Pd-catalyzed formal [5 + 3] intermolecular cycloaddition reaction of isatin-derived alpha-(trifluoromethyl)-imines with aryl substituted vinylethylene carbonates (VECs) has been reported, affording trifluoromethyl-group-containing spirooxindoles fused with an eight-membered ring as a single diastereoisomer in good yields in the presence of a Bronsted acid in a one-pot manner under mild conditions. The asymmetric version of this reaction has been also realized using a chiral phosphine ligand along with the further transformation of the obtained product to give a spirooxindolo pyrrolidine derivative upon oxidation.