Peng,L (reprint author),Chinese Acad Sci,Chengdu Inst Organ Chem,Key Lab Asymmetr Synth & Chirotechnol Sichuan Pro,Chengdu 610041,Peoples R China.
A cinchona alkaloid catalyzed diastereoselective and enantioselective sulfa-Michael/aldol cascade reaction between 1,4-dithiane-2,5-diol and isoindigos has been successfully developed to afford the highly congested bispirooxindole tetrahydrothiophenes with vicinal quaternary spirocenters in high yields (up to 91%), excellent diastereoselectivities (up to >20 : 1 dr), and good enantioselectivities (up to 98% ee). Some synthetic transformations of the reaction products were also studied.
1.Chinese Acad Sci, Chengdu Inst Organ Chem, Key Lab Asymmetr Synth & Chirotechnol Sichuan Pro, Chengdu 610041, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100039, Peoples R China 3.Chinese Acad Sci, State Key Lab Phytochem & Plant Resources West Ch, Kunming Inst Bot, Kunming 650201, Peoples R China
Gui, Yong-Yuan,Yang, Jian,Qi, Liang-Wen,et al. A cinchona alkaloid catalyzed enantioselective sulfa-Michael/aldol cascade reaction of isoindigos: construction of chiral bispirooxindole tetrahydrothiophenes with vicinal quaternary spirocenters[J]. ORGANIC & BIOMOLECULAR CHEMISTRY,2015,13(22):6371-6379.