Cinchona Alkaloid-Derived Thiourea-Catalyzed Diastereo- and Enantioselective [3+2]Cycloaddition Reaction of Isocyanoacetates to Isatins: A Facile Access to Optically Active Spirooxindole Oxazolines
文献类型:期刊论文
作者 | Zhao, Mei-Xin1,2,3; Zhou, Hao1,2; Tang, Wen-Hao1,2; Qu, Wei-Song1,2; Shi, Min1,2,4 |
刊名 | ADVANCED SYNTHESIS & CATALYSIS
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出版日期 | 2013-05-01 |
卷号 | 355期号:7页码:1277-1283 |
关键词 | Cycloaddition Isatins Isocyanoacetates Organocatalysis Spiro Compounds Synthetic Methods |
ISSN号 | 1615-4150 |
DOI | 10.1002/adsc.201300077 |
英文摘要 | An efficient diastereo- and enantioselective [3+2]cycloaddition reaction of -aryl isocyanoacetates to isatins catalyzed by a quinine-derived bifunctional amine-thiourea-bearing sulfonamide as multiple hydrogen-bonding donor catalyst has been investigated. The corresponding adducts, which bear a spirocyclic quaternary stereocenter at the C-3 position of the oxindole, were obtained in good yields (5195%), high diastereoselectivities (up to >20:1 dr) and good to excellent enantioselectivities (up to 97% ee). |
语种 | 英语 |
WOS记录号 | WOS:000318762100008 |
出版者 | WILEY-V C H VERLAG GMBH |
源URL | [http://ir.iccas.ac.cn/handle/121111/42187] ![]() |
专题 | 中国科学院化学研究所 |
通讯作者 | Zhao, Mei-Xin |
作者单位 | 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, Inst Chem, CAS Key Lab Mol Recognit & Funct, Beijing 100190, Peoples R China 4.Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China |
推荐引用方式 GB/T 7714 | Zhao, Mei-Xin,Zhou, Hao,Tang, Wen-Hao,et al. Cinchona Alkaloid-Derived Thiourea-Catalyzed Diastereo- and Enantioselective [3+2]Cycloaddition Reaction of Isocyanoacetates to Isatins: A Facile Access to Optically Active Spirooxindole Oxazolines[J]. ADVANCED SYNTHESIS & CATALYSIS,2013,355(7):1277-1283. |
APA | Zhao, Mei-Xin,Zhou, Hao,Tang, Wen-Hao,Qu, Wei-Song,&Shi, Min.(2013).Cinchona Alkaloid-Derived Thiourea-Catalyzed Diastereo- and Enantioselective [3+2]Cycloaddition Reaction of Isocyanoacetates to Isatins: A Facile Access to Optically Active Spirooxindole Oxazolines.ADVANCED SYNTHESIS & CATALYSIS,355(7),1277-1283. |
MLA | Zhao, Mei-Xin,et al."Cinchona Alkaloid-Derived Thiourea-Catalyzed Diastereo- and Enantioselective [3+2]Cycloaddition Reaction of Isocyanoacetates to Isatins: A Facile Access to Optically Active Spirooxindole Oxazolines".ADVANCED SYNTHESIS & CATALYSIS 355.7(2013):1277-1283. |
入库方式: OAI收割
来源:化学研究所
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