文献类型：期刊文献

英文题名：Organocatalytic asymmetric formal [3+2] cycloaddition reaction of isocyanoacetates with saccharin-derived 1-azadienes

作者：Chang, Li[1,2];Zhu, Guang-Yu[1,2];Yang, Ting[1,2];Zhao, Xiao-Li[3];Shi, Min[1,2,4];Zhao, Mei-Xin[1,2]

机构：[1]East China Univ Sci & Technol, Key Lab Adv Mat, 130 Mei Long Rd, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Inst Fine Chem, Sch Chem & Mol Engn, 130 Mei Long Rd, Shanghai 200237, Peoples R China;[3]East China Normal Univ, Shanghai Key Lab Green Chem & Chem Proc, Dept Chem, 3663 North Zhongshan Rd, Shanghai 200062, Peoples R China;[4]Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 354 Fenglin Rd, Shanghai 200032, Peoples R China

年份：2021

卷号：19

期号：16

起止页码：3687

外文期刊名：ORGANIC & BIOMOLECULAR CHEMISTRY

收录：;EI(收录号：20211810292629);WOS:【SCI-EXPANDED(收录号:WOS:000635541800001)，CCR-EXPANDED(收录号:WOS:000635541800001)】；

基金：We are grateful for financial support from the National Natural Science Foundation of China (21272067), the Natural Science Foundation of Shanghai (15ZR1411900), and the Fundamental Research Funds for the Central Universities (222201717003).

语种：英文

外文关键词：Saccharification - Enantioselectivity - Sugars

摘要：An efficient organocatalytic diastereo- and enantioselective formal [3 + 2] cycloaddition reaction of alpha-isocyanoacetates with saccharin-derived 1-azadienes catalyzed by a dihydroquinine derived squaramide catalyst has been investigated, and it furnished the corresponding directly linked benzo[d]isothiazole 1,1-dioxide-dihydropyrroles with two adjacent tertiary-quaternary stereocenters in high yields (up to 98%), with moderate to excellent stereoselectivities (up to >20 : 1 dr and 97% ee) under mild conditions.