Asymmetric Michael addition of aldehydes to nitroolefins catalyzed by L-prolinamide derivatives using phenols as co-catalysts

	Asymmetric Michael addition of aldehydes to nitroolefins catalyzed by L-prolinamide derivatives using phenols as co-catalysts
	Cheng YQ ; Bian Z ; He YB ; Han FS ; Kang CQ ; Ning ZL ; Gao LX
刊名	tetrahedron-asymmetry
	2009
卷号	20 期号:15 页码:1753–1758
关键词	ENANTIOSELECTIVE MICHAEL CONJUGATE ADDITION BETA-NITROSTYRENES PYRROLIDINE SULFONAMIDE ABSOLUTE-CONFIGURATION MOSHERS METHOD EFFICIENT NITROALKENES KETONES ORGANOCATALYSTS
ISSN号	0957-4166
通讯作者	gao lx
中文摘要	the asymmetric michael addition of aldehydes to nitroolefins was investigated using l-prolinamide derivatives of 2-(2'-piperidinyl)pyridine as catalyst and a variety of phenols as co-catalyst. extensive screening toward the effect of prolinamides, phenols, and solvents on this transformation revealed that a combination of (s)-2-(2'-piperidinyl)pyridine-derived trans-4-hydroxy-l-prolinamide 2c, (s)-1,1'-bi-2-naphthol, and dichloromethane was a promising system. this system was shown to be amenable to a rich variety of aldehydes and nitroolefins and afforded the nitroaldehyde products with excellent yield, enantiomeric excess (up to 99%) and diastereoselectivity ratio (up to 99/1), even in the case of 1 mol % catalyst loading and 1.5 equiv of aldehydes.
收录类别	SCI
语种	英语
WOS记录号	WOS:000270126100010
公开日期	2010-06-18
内容类型	期刊论文
源URL	[http://202.98.16.49/handle/322003/13021]
专题	长春应用化学研究所_长春应用化学研究所知识产出_期刊论文
推荐引用方式 GB/T 7714	Cheng YQ,Bian Z,He YB,et al. Asymmetric Michael addition of aldehydes to nitroolefins catalyzed by L-prolinamide derivatives using phenols as co-catalysts[J]. tetrahedron-asymmetry,2009,20(15):1753–1758.
APA	Cheng YQ.,Bian Z.,He YB.,Han FS.,Kang CQ.,...&Gao LX.(2009).Asymmetric Michael addition of aldehydes to nitroolefins catalyzed by L-prolinamide derivatives using phenols as co-catalysts.tetrahedron-asymmetry,20(15),1753–1758.
MLA	Cheng YQ,et al."Asymmetric Michael addition of aldehydes to nitroolefins catalyzed by L-prolinamide derivatives using phenols as co-catalysts".tetrahedron-asymmetry 20.15(2009):1753–1758.