Asymmetric hydroazidation of alpha-substituted vinyl ketones catalyzed by chiral primary amine
Xue, Zai-Kun; Fu, Nian-Kai; Luo, San-Zhong
刊名CHINESE CHEMICAL LETTERS
2017-05-01
卷号28期号:5页码:1083-1086
关键词Chiral Primary Amine Catalysis Hydroazidation Enamine Protonation Alpha-substituted Vinyl Ketones Aza-michael Addition Chiral Beta-azido Ketones
英文摘要We report herein the first example of asymmetric hydroazidation of a-substituted vinyl ketones by using chiral primary amines as the catalysts. A simple chiral primary-tertiary diamine catalyst derived from phenylalanine was found to readily promote this aza-Michael addition reaction with enamine protonation as the key stereogenic step, thus enabling the effective synthesis of a-chiral beta-azido ketones with good yields and moderate enantioselectivities. (C) 2017 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
语种英语
内容类型期刊论文
源URL[http://ir.iccas.ac.cn/handle/121111/38484]  
专题化学研究所_分子识别与功能实验室
作者单位Chinese Acad Sci, Inst Chem, CAS Key Lab Mol Recognit & Funct, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China
推荐引用方式
GB/T 7714
Xue, Zai-Kun,Fu, Nian-Kai,Luo, San-Zhong. Asymmetric hydroazidation of alpha-substituted vinyl ketones catalyzed by chiral primary amine[J]. CHINESE CHEMICAL LETTERS,2017,28(5):1083-1086.
APA Xue, Zai-Kun,Fu, Nian-Kai,&Luo, San-Zhong.(2017).Asymmetric hydroazidation of alpha-substituted vinyl ketones catalyzed by chiral primary amine.CHINESE CHEMICAL LETTERS,28(5),1083-1086.
MLA Xue, Zai-Kun,et al."Asymmetric hydroazidation of alpha-substituted vinyl ketones catalyzed by chiral primary amine".CHINESE CHEMICAL LETTERS 28.5(2017):1083-1086.
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