Cu-Catalyzed asymmetric Friedel-Crafts propargylic alkylation of phenol derivatives

doi:10.1039/c7ob02133j

	Cu-Catalyzed asymmetric Friedel-Crafts propargylic alkylation of phenol derivatives
	Shao, Long 1,2; Hu, Xiang-Ping 1
刊名	ORGANIC & BIOMOLECULAR CHEMISTRY
	2017-12-14
卷号	15 期号:46 页码:9837-9844
ISSN号	1477-0520
DOI	10.1039/c7ob02133j
文献子类	Article
英文摘要	A copper-catalyzed asymmetric Friedel-Crafts propargylic alkylation of electron-rich phenol derivatives with a variety of propargylic esters has been described. With Cu(OTf)(2) decorated with a chiral tridentate ketimine P,N,N-ligand as the catalyst, asymmetric Friedel-Crafts propargylic alkylation of 3,5-dialkoxy-phenol derivatives proceeded smoothly in high yields and with good to excellent enantioselectivities. The present study suggested that the presence of an electron-rich substituent on the meta-position of phenol is essential for the promotion of Friedel-Crafts propargylic alkylation, and the substrate bearing two electron- rich groups on both the 3,5-positions of phenol tends to give a satisfactory performance.
WOS关键词	FORMAL 3+2 CYCLOADDITION ; ENANTIOSELECTIVE PROPARGYLATION ; SUBSTITUTION-REACTIONS ; BETA-KETOESTERS ; COPPER ; ESTERS ; AMINATION ; ACETATES ; AMINES ; INDOLES
WOS研究方向	Chemistry
语种	英语
出版者	ROYAL SOC CHEMISTRY
WOS记录号	WOS:000416538100013
内容类型	期刊论文
源URL	[http://cas-ir.dicp.ac.cn/handle/321008/169248]
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
通讯作者	Hu, Xiang-Ping
作者单位	1.Chinese Acad Sci, Dalian Inst Chem Phys, 457 Zhongshan Rd, Dalian 116023, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
推荐引用方式 GB/T 7714	Shao, Long,Hu, Xiang-Ping. Cu-Catalyzed asymmetric Friedel-Crafts propargylic alkylation of phenol derivatives[J]. ORGANIC & BIOMOLECULAR CHEMISTRY,2017,15(46):9837-9844.
APA	Shao, Long,&Hu, Xiang-Ping.(2017).Cu-Catalyzed asymmetric Friedel-Crafts propargylic alkylation of phenol derivatives.ORGANIC & BIOMOLECULAR CHEMISTRY,15(46),9837-9844.
MLA	Shao, Long,et al."Cu-Catalyzed asymmetric Friedel-Crafts propargylic alkylation of phenol derivatives".ORGANIC & BIOMOLECULAR CHEMISTRY 15.46(2017):9837-9844.