Chiral Phosphoric Acid Catalyzed Asymmetric Ugi Reaction by Dynamic Kinetic Resolution of the Primary Multicomponent Adduct

	Chiral Phosphoric Acid Catalyzed Asymmetric Ugi Reaction by Dynamic Kinetic Resolution of the Primary Multicomponent Adduct
	Zhang, Yun 1; Ao, Yu-Fei 1; Huang, Zhi-Tang 1; Wang, De-Xian 1; Wang, Mei-Xiang 2; Zhu, Jieping 3
刊名	ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
	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
内容类型	期刊论文
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
推荐引用方式 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.