Thiourea-Catalyzed Highly Diastereo- and Enantioselective Conjugate Additions of alpha-Substituted Cyanoacetates to Maleimides: Efficient Construction of Vicinal Quaternary-Tertiary Stereocenters

	Thiourea-Catalyzed Highly Diastereo- and Enantioselective Conjugate Additions of alpha-Substituted Cyanoacetates to Maleimides: Efficient Construction of Vicinal Quaternary-Tertiary Stereocenters
	Liao, Yu-Hua ; Liu, Xiong-Li ; Wu, Zhi-Jun ; Du, Xi-Lin ; Zhang, Xiao-Mei ; Yuan, Wei-Cheng
刊名	ADVANCED SYNTHESIS & CATALYSIS
	2011
卷号	353 期号:10 页码:1720-1728
关键词	bifunctional thioureas maleimides Michael addition organocatalysis alpha-substituted cyanoacetates
ISSN号	1615-4150
通讯作者	Yuan, WC (reprint author), Chinese Acad Sci, Key Lab Asymmetr Synth & Chirotechnol Sichuan Pro, Chengdu Inst Organ Chem, Chengdu 610041, Peoples R China.
产权排序	2
英文摘要	A highly diastereo- and enantioselective conjugate addition of alpha-substituted cyanoacetates to maleimides in the presence of a chiral bifunctional thiourea-tertiary amine catalyst has been investigated for the first time. The procedure was capable of tolerating a relatively wide range of substrates with respect to alpha-substituted cyanoacetates and maleimides, providing a series of substituted succinimidates bearing two vicinal quaternary-tertiary stereocenters in excellent yields (up to 97%) with excellent diastereo-(up to 98: 2) and enantioselectivities (up to 98%) under mild reaction conditions.
学科主题	Chemistry
收录类别	SCI
资助信息	NSFC[20802074]; National Basic Research Program of China (973 Program)[2010CB833300]
语种	英语
WOS记录号	WOS:000292939600011
公开日期	2012-11-09
内容类型	期刊论文
源URL	[http://210.75.237.14/handle/351003/23539]
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,Liu, Xiong-Li,Wu, Zhi-Jun,et al. Thiourea-Catalyzed Highly Diastereo- and Enantioselective Conjugate Additions of alpha-Substituted Cyanoacetates to Maleimides: Efficient Construction of Vicinal Quaternary-Tertiary Stereocenters[J]. ADVANCED SYNTHESIS & CATALYSIS,2011,353(10):1720-1728.
APA	Liao, Yu-Hua,Liu, Xiong-Li,Wu, Zhi-Jun,Du, Xi-Lin,Zhang, Xiao-Mei,&Yuan, Wei-Cheng.(2011).Thiourea-Catalyzed Highly Diastereo- and Enantioselective Conjugate Additions of alpha-Substituted Cyanoacetates to Maleimides: Efficient Construction of Vicinal Quaternary-Tertiary Stereocenters.ADVANCED SYNTHESIS & CATALYSIS,353(10),1720-1728.
MLA	Liao, Yu-Hua,et al."Thiourea-Catalyzed Highly Diastereo- and Enantioselective Conjugate Additions of alpha-Substituted Cyanoacetates to Maleimides: Efficient Construction of Vicinal Quaternary-Tertiary Stereocenters".ADVANCED SYNTHESIS & CATALYSIS 353.10(2011):1720-1728.