文献类型：期刊文献

英文题名：Enantioselective [3+2] Cyclization of 3-Isothiocyanato Oxindoles with Trifluoromethylated 2-Butenedioic Acid Diesters

作者：Du, Dan[1,2];Jiang, Yu[1,2];Xu, Qin[1,2];Tang, Xiang-Ying[3];Shi, Min[1,2,3]

机构：[1]E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China;[2]E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China;[3]Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

年份：2015

卷号：7

期号：8

起止页码：1366

外文期刊名：CHEMCATCHEM

收录：;EI(收录号：20151400706305);WOS:【SCI-EXPANDED(收录号:WOS:000353974000017)】；

基金：We are grateful for financial support from the National Basic Research Program of China (973)-2015CB856603, Shanghai Municipal Committee of Science and Technology (11JC1402600), the National Natural Science Foundation of China (20472096, 21372241, 21361140350, 20672127, 21421091, 21372250, 21121062, 21302203 20732008, and 21172141), and the Fundamental Research Funds for the Central Universities (WJ1014034 and WK1013004).

语种：英文

外文关键词：cycloaddition; fluorine; organocatalysis; quaternary carbon stereocenter; spiro compounds

摘要：The highly efficient organocatalytic enantioselective [3+2] cyclization of 3-isothiocyanato oxindoles with trifluoromethylated 2-butenedioic acid diesters for the synthesis of spirooxindoles possessing a CF3-containing quaternary carbon stereocenter was explored. An enantiodivergent approach for the synthesis of spirooxindoles by regulation of the temperature was demonstrated at different temperatures. The outcome of the reaction featured high diastereo- and enantioselectivities. Several interesting enantioenriched spirooxindole derivatives bearing a trifluoromethyl quaternary carbon stereocenter were synthesized from the products of this reaction.