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题名: Enantioselective synthesis of quaternary alpha-aminophosphonates by organocatalytic Friedel-Crafts reactions of indoles with cyclic alpha-ketiminophosphonates
作者: Yan, Zhong1;  Gao, Xiang1;  Zhou, Yong-Gui1
关键词: Friedel-Crafts reaction ;  Quaternary alpha-aminophosphonate ;  Indole ;  Chiral phosphoric acid
刊名: CHINESE JOURNAL OF CATALYSIS
发表日期: 2017-05-01
DOI: 10.1016/S1872-2067(17)62804-3
卷: 38, 页:784-792
收录类别: SCI
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences ;  Technology
类目[WOS]: Chemistry, Applied ;  Chemistry, Physical ;  Engineering, Chemical
研究领域[WOS]: Chemistry ;  Engineering
英文摘要: An efficient asymmetric Friedel-Crafts reaction has been developed for the synthesis of optically active quaternary alpha-aminophosphonates with up to 98% ee. The synthesis involves the reaction of cyclic alpha-ketiminophosphonates with indoles using an H8-BINOL-derived chiral phosphoric acid (CPA) catalyst that bears electron-withdrawing 3,5-ditrifluoromethylphenyl substituents on its 3- and 3'-positions. This Friedel-Crafts reaction of cyclic alpha-ketiminophosphonates was also successful with pyrrole. (C) 2017, Dalian Institute of Chemical Physics, Chinese Academy of Sciences. Published by Elsevier B.V. All rights reserved.
关键词[WOS]: CHIRAL PHOSPHORIC-ACID ;  C BOND FORMATION ;  ASYMMETRIC-SYNTHESIS ;  BRONSTED ACID ;  STEREOSELECTIVE-SYNTHESIS ;  ALKYLATION REACTION ;  DERIVATIVES ;  AMINO ;  CONSTRUCTION ;  IMINES
语种: 英语
WOS记录号: WOS:000402346400003
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/152281
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Liaoning, Peoples R China

Recommended Citation:
Yan, Zhong,Gao, Xiang,Zhou, Yong-Gui. Enantioselective synthesis of quaternary alpha-aminophosphonates by organocatalytic Friedel-Crafts reactions of indoles with cyclic alpha-ketiminophosphonates[J]. CHINESE JOURNAL OF CATALYSIS,2017,38:784-792.
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