Organocatalytic Asymmetric Michael Addition of Pyrazolin-5-ones to Nitroolefins with Bifunctional Thiourea: Stereocontrolled Construction of Contiguous Quaternary and Tertiary Stereocenters

	Organocatalytic Asymmetric Michael Addition of Pyrazolin-5-ones to Nitroolefins with Bifunctional Thiourea: Stereocontrolled Construction of Contiguous Quaternary and Tertiary Stereocenters
	Liao, Yu-Hua ; Chen, Wen-Bing ; Wu, Zhi-Jun ; Du, Xi-Lin ; Cun, Lin-Feng ; Zhang, Xiao-Mei ; Yuan, Wei-Cheng
刊名	ADVANCED SYNTHESIS & CATALYSIS
	2010
卷号	352 期号:5 页码:827-832
关键词	bifunctional thioureas Michael addition nitroolefins organic catalysis pyrazolin-5-ones
ISSN号	1615-4150
通讯作者	Yuan, WC, Chinese Acad Sci, Chengdu Inst Organ Chem, Key Lab Asymmetr Synth & Chirotechnol Sichuan Pro, Chengdu 610041, Peoples R China
产权排序	2
中文摘要	The first organocatalytic diastereo- and enantioselective Michael addition reaction of 4-substituted-pyrazolin-5-ones to nitroolefins has been developed with a chiral bifunctional thiourea as organocatalyst. A wide variety of desired multi-substituted pyrazolin-5-one derivatives with contiguous quaternary and tertiary stereocenters are smoothly obtained in very good yields (up to 98%) with excellent enantioselectivities (up to > 99% ee) and acceptable diastereoselectivities (up to 80:20). This experimentally simple process facilitates the access to various enantioenriched, multiply substituted pyrazolin-5-one derivatives, potential biologically active molecules, starting from readily available starting materials.
学科主题	Chemistry, Applied; Chemistry, Organic
收录类别	SCI
资助信息	National Natural Science Foundation of China [20802074]
语种	英语
WOS记录号	WOS:000276317800003
公开日期	2011-07-08
内容类型	期刊论文
源URL	[http://210.75.237.14/handle/351003/18413]
专题	成都生物研究所_天然产物研究
推荐引用方式 GB/T 7714	Liao, Yu-Hua,Chen, Wen-Bing,Wu, Zhi-Jun,et al. Organocatalytic Asymmetric Michael Addition of Pyrazolin-5-ones to Nitroolefins with Bifunctional Thiourea: Stereocontrolled Construction of Contiguous Quaternary and Tertiary Stereocenters[J]. ADVANCED SYNTHESIS & CATALYSIS,2010,352(5):827-832.
APA	Liao, Yu-Hua.,Chen, Wen-Bing.,Wu, Zhi-Jun.,Du, Xi-Lin.,Cun, Lin-Feng.,...&Yuan, Wei-Cheng.(2010).Organocatalytic Asymmetric Michael Addition of Pyrazolin-5-ones to Nitroolefins with Bifunctional Thiourea: Stereocontrolled Construction of Contiguous Quaternary and Tertiary Stereocenters.ADVANCED SYNTHESIS & CATALYSIS,352(5),827-832.
MLA	Liao, Yu-Hua,et al."Organocatalytic Asymmetric Michael Addition of Pyrazolin-5-ones to Nitroolefins with Bifunctional Thiourea: Stereocontrolled Construction of Contiguous Quaternary and Tertiary Stereocenters".ADVANCED SYNTHESIS & CATALYSIS 352.5(2010):827-832.