A cinchona alkaloid catalyzed enantioselective sulfa-Michael/aldol cascade reaction of isoindigos: construction of chiral bispirooxindole tetrahydrothiophenes with vicinal quaternary spirocenters
Gui, Yong-Yuan1,2; Yang, Jian1,2; Qi, Liang-Wen1,2; Wang, Xiao1,2; Tian, Fang1; Li, Xiao-Nian3; Peng, Lin1; Wang, Li-Xin1; Peng,L (reprint author),Chinese Acad Sci,Chengdu Inst Organ Chem,Key Lab Asymmetr Synth & Chirotechnol Sichuan Pro,Chengdu 610041,Peoples R China.
2015
发表期刊ORGANIC & BIOMOLECULAR CHEMISTRY
卷号13期号:22页码:6371-6379
摘要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.
学科领域Chemistry, Organic
DOI10.1039/c5ob00774g
收录类别SCI
语种英语
WOS记录号WOS:000355489600028
引用统计
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/21353
专题植物化学与西部植物资源持续利用国家重点实验室
通讯作者Peng,L (reprint author),Chinese Acad Sci,Chengdu Inst Organ Chem,Key Lab Asymmetr Synth & Chirotechnol Sichuan Pro,Chengdu 610041,Peoples R China.
作者单位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
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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.
APA Gui, Yong-Yuan.,Yang, Jian.,Qi, Liang-Wen.,Wang, Xiao.,Tian, Fang.,...&Peng,L .(2015).A cinchona alkaloid catalyzed enantioselective sulfa-Michael/aldol cascade reaction of isoindigos: construction of chiral bispirooxindole tetrahydrothiophenes with vicinal quaternary spirocenters.ORGANIC & BIOMOLECULAR CHEMISTRY,13(22),6371-6379.
MLA Gui, Yong-Yuan,et al."A cinchona alkaloid catalyzed enantioselective sulfa-Michael/aldol cascade reaction of isoindigos: construction of chiral bispirooxindole tetrahydrothiophenes with vicinal quaternary spirocenters".ORGANIC & BIOMOLECULAR CHEMISTRY 13.22(2015):6371-6379.
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