A mild and efficient cyanosilylation of ketones catalyzed by a Lewis acid-Lewis base bifunctional catalyst

	A mild and efficient cyanosilylation of ketones catalyzed by a Lewis acid-Lewis base bifunctional catalyst
	Shen, YC ; Feng, XM ; Li, Y ; Zhang, GL ; Jiang, YZ
刊名	TETRAHEDRON
	2003
卷号	59 期号:30 页码:5667_5675
关键词	Lewis acid Lewis base catalyst cyanosilylation ketone
ISSN号	0040-4020
通讯作者	Feng, XM, Sichuan Univ, Coll Chem, Sichuan Key LGreen Chem & Technol, Chengdu 610064, Peoples R China.
产权排序	3
中文摘要	A new family of bifunctional catalysts (N-oxides-Ti((OPr)-Pr-i)(4) (2: 1)) containing a Lewis acid and a Lewis base was developed and applied to the catalytic cyanosilylation of ketones. Utilizing rac((1R,2S) and (1S,2R))-1-(2'-pyridylmethyl)-2-diphenylhydroxymethylpyrrolidine N-oxide-titanium (2: 1) complex and N-benzyl-diethanolamine N-oxide-titanium (2: 1) complex as catalysts, the cyanosilylation products were obtained in 42-97% yield. Based on experimental phenomena and kinetic studies, a catalytic cycle was proposed to explain the remarkable activities of these catalysts. Investigations indicated that rac((1R,2S) and (1S,2R))-1-(2'-pyridylmethyl)-2-diphenylhydroxy-methylpyrrolidine N-oxide-titanium (2:1) complex and N-benzyl-diethanolamine N-oxide-titanium (2:1) complex should promote the reaction via a dual activation of the ketone by the titanium and TMSCN by the N-oxide. (C) 2003 Elsevier Ltd. All rights reserved.
学科主题	Chemistry, Organic
收录类别	SCI
语种	英语
WOS记录号	WOS:000184306000005
公开日期	2011-07-08
内容类型	期刊论文
源URL	[http://210.75.237.14/handle/351003/17373]
专题	成都生物研究所_天然产物研究
推荐引用方式 GB/T 7714	Shen, YC,Feng, XM,Li, Y,et al. A mild and efficient cyanosilylation of ketones catalyzed by a Lewis acid-Lewis base bifunctional catalyst[J]. TETRAHEDRON,2003,59(30):5667_5675.
APA	Shen, YC,Feng, XM,Li, Y,Zhang, GL,&Jiang, YZ.(2003).A mild and efficient cyanosilylation of ketones catalyzed by a Lewis acid-Lewis base bifunctional catalyst.TETRAHEDRON,59(30),5667_5675.
MLA	Shen, YC,et al."A mild and efficient cyanosilylation of ketones catalyzed by a Lewis acid-Lewis base bifunctional catalyst".TETRAHEDRON 59.30(2003):5667_5675.