Asymmetric Aza-Morita-Baylis-Hillman Reactions of Alkyl Vinyl Ketones with N-Protected Imines or In Situ Generated N-Protected Imines

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	Asymmetric Aza-Morita-Baylis-Hillman Reactions of Alkyl Vinyl Ketones with N-Protected Imines or In Situ Generated N-Protected Imines
	Guan XY(管小阳) ; Wei Y(魏音) ; Shi M(施敏)
刊名	Eur. J. Org. Chem.
	2010
期号	21 页码:4098-4105
其他题名	活化烯酮和含有保护基亚胺的不对称aza-MBH反应
通讯作者	魏音 ; 施敏
英文摘要	DABCO-catalyzed aza-MBH reactions of N-Boc imines with MVK and EVK have been thoroughly investigated in the paper. The asymmetric version of this aza-MBH reaction was also systematically investigated by using a chiral amine or a chiral phosphane catalyst. It was found that most of the N-protected imines are suitable substrates under the mild reaction conditions and are able to give the corresponding adducts in moderate yields with high ee values. The TQO- or LB1-catalyzed aza-MBH reactions of N-protected alpha-amido-alkyl phenyl sulfones or alpha-amidoalkyl p-tolyl sulfones with MVK could be well conducted, which provides a facile and direct route to obtain highly enantioselective aza-MBH adducts. The Boc protecting group of the aza-MBH product could be easily removed under acidic conditions to give the corresponding alpha-methylene-beta-amino ketone or alpha-methylene-beta-amino alcohol derivatives in good yields.
学科主题	金属有机化学
收录类别	SCI
原文出处	http://dx.doi.org/10.1002/ejoc.201000496
语种	英语
WOS记录号	WOS:000280729500014
公开日期	2013-01-09
内容类型	期刊论文
源URL	[http://202.127.28.38/handle/331003/10354]
专题	上海有机化学研究所_金属有机化学国家重点实验室
推荐引用方式 GB/T 7714	Guan XY,Wei Y,Shi M. Asymmetric Aza-Morita-Baylis-Hillman Reactions of Alkyl Vinyl Ketones with N-Protected Imines or In Situ Generated N-Protected Imines[J]. Eur. J. Org. Chem.,2010(21):4098-4105.
APA	Guan XY,Wei Y,&Shi M.(2010).Asymmetric Aza-Morita-Baylis-Hillman Reactions of Alkyl Vinyl Ketones with N-Protected Imines or In Situ Generated N-Protected Imines.Eur. J. Org. Chem.(21),4098-4105.
MLA	Guan XY,et al."Asymmetric Aza-Morita-Baylis-Hillman Reactions of Alkyl Vinyl Ketones with N-Protected Imines or In Situ Generated N-Protected Imines".Eur. J. Org. Chem. .21(2010):4098-4105.