Ligand-Controlled Rhodium-Catalyzed Site-Selective Asymmetric Addition of Arylboronic Acids to alpha,beta-Unsaturated Cyclic N-Sulfonyl Ketimines

doi:10.1021/acs.orglett.8b00289

	Ligand-Controlled Rhodium-Catalyzed Site-Selective Asymmetric Addition of Arylboronic Acids to alpha,beta-Unsaturated Cyclic N-Sulfonyl Ketimines
	Wu, Chun-Yan 1,2; Zhang, Yu-Fang 1,2; Xu, Ming-Hua1
刊名	ORGANIC LETTERS
	2018-04-06
卷号	20 期号:7 页码:1789-1793
ISSN号	1523-7060
DOI	10.1021/acs.orglett.8b00289
文献子类	Article
英文摘要	A site-selective rhodium-catalyzed asymmetric 1,4-/1,2-addition of arylboronic acids to challenging alpha,beta-unsaturated cyclic ketimines was realized through a ligand-controlled strategy. By employing different chiral olefin ligands, a ligand-controlled switch in the reaction regioselectivity was attained for the first time. The reactions allow the synthesis of highly valuable alpha,alpha-disubstituted chiral allylic amines and enantioenriched 1,4-adducts. Further product transformation provided easy access to various quaternary carbon-containing chiral amines and amino acid derivatives bearing multifunctional groups.
资助项目	National Science Foundation of China[21325209] ; National Science Foundation of China[21472205] ; National Science Foundation of China[81521005]
WOS关键词	HIGHLY ENANTIOSELECTIVE ARYLATION ; CHIRAL DIENE LIGANDS ; SULFUR-OLEFIN LIGANDS ; ALPHA-DIKETONES ; CARBON STEREOCENTERS ; ORGANOBORON REAGENTS ; EFFICIENT SYNTHESIS ; ARYL KETONES ; 1,4-ADDITION ; CONSTRUCTION
WOS研究方向	Chemistry
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000429886900023
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/279811]
专题	药物化学研究室中科院受体结构与功能重点实验室新药研究国家重点实验室药物安全性评价中心
通讯作者	Xu, Ming-Hua
作者单位	1.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, 555 Zuchongzhi Rd, Shanghai 201203, Peoples R China; 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
推荐引用方式 GB/T 7714	Wu, Chun-Yan,Zhang, Yu-Fang,Xu, Ming-Hua. Ligand-Controlled Rhodium-Catalyzed Site-Selective Asymmetric Addition of Arylboronic Acids to alpha,beta-Unsaturated Cyclic N-Sulfonyl Ketimines[J]. ORGANIC LETTERS,2018,20(7):1789-1793.
APA	Wu, Chun-Yan,Zhang, Yu-Fang,&Xu, Ming-Hua.(2018).Ligand-Controlled Rhodium-Catalyzed Site-Selective Asymmetric Addition of Arylboronic Acids to alpha,beta-Unsaturated Cyclic N-Sulfonyl Ketimines.ORGANIC LETTERS,20(7),1789-1793.
MLA	Wu, Chun-Yan,et al."Ligand-Controlled Rhodium-Catalyzed Site-Selective Asymmetric Addition of Arylboronic Acids to alpha,beta-Unsaturated Cyclic N-Sulfonyl Ketimines".ORGANIC LETTERS 20.7(2018):1789-1793.