Enantioselective synthesis of quaternary alpha-aminophosphonates by organocatalytic Friedel-Crafts reactions of indoles with cyclic alpha-ketiminophosphonates
Yan, Zhong; Gao, Xiang; Zhou, Yong-Gui
刊名CHINESE JOURNAL OF CATALYSIS
2017-05-01
卷号38页码:784-792
关键词Friedel-crafts Reaction Quaternary Alpha-aminophosphonate Indole Chiral Phosphoric Acid
DOI10.1016/S1872-2067(17)62804-3
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
内容类型期刊论文
源URL[http://cas-ir.dicp.ac.cn/handle/321008/152281]  
专题大连化学物理研究所_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
推荐引用方式
GB/T 7714
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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