中国科学院机构知识库网格
Chinese Academy of Sciences Institutional Repositories Grid
Chiral Phosphoric Acid Catalyzed Asymmetric Ugi Reaction by Dynamic Kinetic Resolution of the Primary Multicomponent Adduct

文献类型:期刊论文

作者Zhang, Yun1; Ao, Yu-Fei1; Huang, Zhi-Tang1; Wang, De-Xian1; Wang, Mei-Xiang2; Zhu, Jieping3
刊名ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
出版日期2016-04-18
卷号55期号:17页码:5282-5285
关键词asymmetric synthesis kinetic resolution multicomponent reaction organocatalysis reaction mechanisms
英文摘要Reaction of isonitriles with 3-(arylamino)isobenzofuran-1(3H)-ones in the presence of a catalytic amount of an octahydro (R)-binol-derived chiral phosphoric acid afforded 3-oxo-2-arylisoindoline-1-carboxamides in high yields with good to high enantioselectivities. An enantioselective Ugi four-center three-component reaction of 2-formylbenzoic acids, anilines, and isonitriles was subsequently developed for the synthesis of the same heterocycle. Mechanistic studies indicate that the enantioselectivity results from the dynamic kinetic resolution of the primary Ugi adduct, rather than from the C-C bond-forming process. The resulting heterocycle products are of significant medicinal importance.
收录类别SCI
语种英语
源URL[http://ir.iccas.ac.cn/handle/121111/36021]  
专题化学研究所_分子识别与功能实验室
作者单位1.Chinese Acad Sci, Inst Chem, CAS Key Lab Mol Recognit & Funct, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China
2.Tsinghua Univ, Key Lab Bioorgan Phosphorous & Chem Biol, Minist Educ, Beijing 100184, Peoples R China
3.Ecole Polytech Fed Lausanne, Inst Chem Sci & Engn, Lab Synth & Nat Prod, EPFL SB ISIC LSPN,BCH 5304, CH-1015 Lausanne, Switzerland
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GB/T 7714
Zhang, Yun,Ao, Yu-Fei,Huang, Zhi-Tang,et al. Chiral Phosphoric Acid Catalyzed Asymmetric Ugi Reaction by Dynamic Kinetic Resolution of the Primary Multicomponent Adduct[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2016,55(17):5282-5285.
APA Zhang, Yun,Ao, Yu-Fei,Huang, Zhi-Tang,Wang, De-Xian,Wang, Mei-Xiang,&Zhu, Jieping.(2016).Chiral Phosphoric Acid Catalyzed Asymmetric Ugi Reaction by Dynamic Kinetic Resolution of the Primary Multicomponent Adduct.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,55(17),5282-5285.
MLA Zhang, Yun,et al."Chiral Phosphoric Acid Catalyzed Asymmetric Ugi Reaction by Dynamic Kinetic Resolution of the Primary Multicomponent Adduct".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 55.17(2016):5282-5285.

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来源:化学研究所

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