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Enantioselective synthesis of quaternary alpha-aminophosphonates by organocatalytic Friedel-Crafts reactions of indoles with cyclic alpha-ketiminophosphonates
Yan, Zhong; Gao, Xiang; Zhou, Yong-Gui
关键词Friedel-crafts Reaction Quaternary Alpha-aminophosphonate Indole Chiral Phosphoric Acid
刊名CHINESE JOURNAL OF CATALYSIS
2017-05-01
DOI10.1016/S1872-2067(17)62804-3
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
关键词[WOS]CHIRAL PHOSPHORIC-ACID ; C BOND FORMATION ; ASYMMETRIC-SYNTHESIS ; BRONSTED ACID ; STEREOSELECTIVE-SYNTHESIS ; ALKYLATION REACTION ; DERIVATIVES ; AMINO ; CONSTRUCTION ; IMINES
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.
语种英语
WOS记录号WOS:000402346400003
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被引频次:3[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://cas-ir.dicp.ac.cn/handle/321008/152281
专题中国科学院大连化学物理研究所
作者单位Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Liaoning, Peoples R China
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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.
APA Yan, Zhong,Gao, Xiang,&Zhou, Yong-Gui.(2017).Enantioselective synthesis of quaternary alpha-aminophosphonates by organocatalytic Friedel-Crafts reactions of indoles with cyclic alpha-ketiminophosphonates.CHINESE JOURNAL OF CATALYSIS,38,784-792.
MLA Yan, Zhong,et al."Enantioselective synthesis of quaternary alpha-aminophosphonates by organocatalytic Friedel-Crafts reactions of indoles with cyclic alpha-ketiminophosphonates".CHINESE JOURNAL OF CATALYSIS 38(2017):784-792.
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