Enantioselective oxysulfenylation and oxyselenenylation of olefins catalyzed by chiral Bronsted acids

doi:10.1016/j.tet.2012.01.006

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	Enantioselective oxysulfenylation and oxyselenenylation of olefins catalyzed by chiral Bronsted acids
	Guan, Huan 1; Wang, Haining 1; Huang, Deshun 1; Shi, Yian 1,2
刊名	TETRAHEDRON
	2012-03-25
卷号	68 期号:12 页码:2728-2735
关键词	Sulfenylation Selenenylation Thiiranium Ions Seleniranium Ions Desymmetrization Enantioselective
ISSN号	0040-4020
DOI	10.1016/j.tet.2012.01.006
英文摘要	This paper describes Bronsted acid catalyzed enantioselective oxysulfenylation and oxyselenenylation of olefins. Enantiomerically enriched tetrahydrofurans are formed with up to 63% ee with dibenzoyl-D-tartaric acid and its derivatives as catalyst. Chiral beta-carboxyl sulfides and selenides have also been obtained with up to 50% and 84% ee, respectively, via enantioselective desymmetrization of thiiranium and seleniranium ions in the presence of catalytic amounts of chiral binaphthol derived N-triflyl phosphoramide. (C) 2012 Elsevier Ltd. All rights reserved.
语种	英语
出版者	PERGAMON-ELSEVIER SCIENCE LTD
WOS记录号	WOS:000301692700021
内容类型	期刊论文
源URL	[http://ir.iccas.ac.cn/handle/121111/48107]
专题	中国科学院化学研究所
通讯作者	Shi, Yian
作者单位	1.Chinese Acad Sci, Beijing Natl Lab Mol Sci, CAS Key Lab Mol Recognit & Funct, Inst Chem, Beijing 100190, Peoples R China 2.Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
推荐引用方式 GB/T 7714	Guan, Huan,Wang, Haining,Huang, Deshun,et al. Enantioselective oxysulfenylation and oxyselenenylation of olefins catalyzed by chiral Bronsted acids[J]. TETRAHEDRON,2012,68(12):2728-2735.
APA	Guan, Huan,Wang, Haining,Huang, Deshun,&Shi, Yian.(2012).Enantioselective oxysulfenylation and oxyselenenylation of olefins catalyzed by chiral Bronsted acids.TETRAHEDRON,68(12),2728-2735.
MLA	Guan, Huan,et al."Enantioselective oxysulfenylation and oxyselenenylation of olefins catalyzed by chiral Bronsted acids".TETRAHEDRON 68.12(2012):2728-2735.