文献类型：期刊文献

英文题名：Enantioselective Construction of CF3-Containing Spirooxindole γ-Lactones via Organocatalytic Asymmetric Michael/Lactonization

作者：Yang, Zhong-Tao[1,2];Zhao, Jianhong[1,2];Yang, Wu-Lin[1,2];Deng, Wei-Ping[1,2]

机构：[1]East China Univ Sci & Technol, Sch Pharm, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Shanghai Key Lab New Drug Design, 130 Meilong Rd, Shanghai 200237, Peoples R China

年份：2019

卷号：21

期号：4

起止页码：1015

外文期刊名：ORGANIC LETTERS

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000459366800036)，CCR-EXPANDED(收录号:WOS:000459366800036)】；

基金：This work is supported by The Fundamental Research Funds for the Central Universities, the National Natural Science Foundation of China (Nos. 21372074 and 21572053).

语种：英文

摘要：A highly enantioselective Michael/lactonization cascade reaction of 3-hydroxyoxindoles with 3-trifluoroethylidene oxindoles was developed. The use of a cinchona-derived squaramide catalyst is essential in achieving high diastereo- and enantioselectivities. This reaction represents the first example of intramolecular amide C-N bond cleavage and lactonization of 3-hydroxyoxindoles with 3-trifluoroethylidene oxindoles, which provides an efficient and convenient approach to diverse CF3-containing spirooxindole gamma-lactones in high yields and good to excellent diastereo- and enantioselectivities.