Enantioselective Synthesis of Highly Functionalized Dihydrofurans through Copper-Catalyzed Asymmetric Formal [3+2] Cycloaddition of beta-Ketoesters with Propargylic Esters

	Enantioselective Synthesis of Highly Functionalized Dihydrofurans through Copper-Catalyzed Asymmetric Formal [3+2] Cycloaddition of beta-Ketoesters with Propargylic Esters
	Zhu, Fu-Lin 1,2; Wang, Ya-Hui 1; Zhang, De-Yang 1,2; Xu, Jie 1; Hu, Xiang-Ping 1
刊名	angewandte chemie-international edition
	2014-09-15
卷号	53 期号:38 页码:10223-10227
关键词	2 asymmetric catalysis copper cycloadditions synthetic methods 3-dihydrofurans
英文摘要	an enantioselective synthesis of highly functionalized dihydrofurans through a copper-catalyzed asymmetric [3+2] cycloaddition of beta-ketoesters with propargylic esters has been developed. with a combination of cu(otf)(2) and a chiral tridentate p, n, n ligand as the catalyst, a variety of 2,3-dihydrofurans bearing an exocyclic double bond at the 2 position were obtained in good chemical yields and with good to high enantioselectivities. the exocyclic double bond can be hydrogenated in a highly diastereoselective fashion to give unusual cis-2,3-dihydrofuran derivatives, thus further enhancing the scope of this transformation.
WOS标题词	science & technology ; physical sciences
类目[WOS]	chemistry, multidisciplinary
研究领域[WOS]	chemistry
关键词[WOS]	one-pot synthesis ; one-step cyclization ; 1,3-dicarbonyl compounds ; substituted dihydrofurans ; tetrasubstituted 2,3-dihydrofurans ; regioselective synthesis ; efficient synthesis ; radical synthesis ; tandem reaction ; ionic liquids
收录类别	SCI ; IC ; CCR
语种	英语
WOS记录号	WOS:000342761700043
公开日期	2016-05-09
内容类型	期刊论文
源URL	[http://cas-ir.dicp.ac.cn/handle/321008/145866]
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	1.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
推荐引用方式 GB/T 7714	Zhu, Fu-Lin,Wang, Ya-Hui,Zhang, De-Yang,et al. Enantioselective Synthesis of Highly Functionalized Dihydrofurans through Copper-Catalyzed Asymmetric Formal [3+2] Cycloaddition of beta-Ketoesters with Propargylic Esters[J]. angewandte chemie-international edition,2014,53(38):10223-10227.
APA	Zhu, Fu-Lin,Wang, Ya-Hui,Zhang, De-Yang,Xu, Jie,&Hu, Xiang-Ping.(2014).Enantioselective Synthesis of Highly Functionalized Dihydrofurans through Copper-Catalyzed Asymmetric Formal [3+2] Cycloaddition of beta-Ketoesters with Propargylic Esters.angewandte chemie-international edition,53(38),10223-10227.
MLA	Zhu, Fu-Lin,et al."Enantioselective Synthesis of Highly Functionalized Dihydrofurans through Copper-Catalyzed Asymmetric Formal [3+2] Cycloaddition of beta-Ketoesters with Propargylic Esters".angewandte chemie-international edition 53.38(2014):10223-10227.