Rhodium-Catalyzed Enantioselective Alkenylation of Cyclic Ketimines: Synthesis of Multifunctional Chiral alpha,alpha-Disubstituted Allylic Amine Derivatives

doi:10.1021/acs.orglett.8b00651

	Rhodium-Catalyzed Enantioselective Alkenylation of Cyclic Ketimines: Synthesis of Multifunctional Chiral alpha,alpha-Disubstituted Allylic Amine Derivatives
	Lo, Yi 1,2; Liu, Bo 1,2; Xu, Ming-Hua2
刊名	ORGANIC LETTERS
	2018-04-20
卷号	20 期号:8 页码:2306-2310
ISSN号	1523-7060
DOI	10.1021/acs.orglett.8b00651
文献子类	Article
英文摘要	By employing a simple open-chain chiral phosphite-olefin ligand, a highly enantioselective rhodium-catalyzed alkenylation of 1,2,5-thiadiazole 1,1-dioxide-type cyclic ketimines with diverse vinylboronic acids was achieved under mild conditions at room temperature. This protocol provides an efficient and practical access to multifunctional alpha,alpha-disubstituted chiral allylic amines bearing quaternary stereocenters in high yields (up to 99%) with good to excellent ee's (up to 99%).
资助项目	National Natural Science Foundation of China[21472205] ; National Natural Science Foundation of China[81521005] ; National Natural Science Foundation of China[21502207] ; National Natural Science Foundation of China[21325209] ; Shanghai Municipal Committee of Science and Technology[15YF1414600]
WOS关键词	TERT-BUTANESULFINYL ALDIMINES ; RH(I)-CATALYZED ADDITION ; ASYMMETRIC CATALYSIS ; ARYLBORONIC ACIDS ; OLEFIN LIGANDS ; PHOSPHITE-OLEFIN ; SULFUR-OLEFINS ; DIENE LIGANDS ; IMINES ; AMINATION
WOS研究方向	Chemistry
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000430898200042
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/279798]
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
通讯作者	Xu, Ming-Hua
作者单位	1.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 2.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, 555 Zuchongzhi Rd, Shanghai 201203, Peoples R China;
推荐引用方式 GB/T 7714	Lo, Yi,Liu, Bo,Xu, Ming-Hua. Rhodium-Catalyzed Enantioselective Alkenylation of Cyclic Ketimines: Synthesis of Multifunctional Chiral alpha,alpha-Disubstituted Allylic Amine Derivatives[J]. ORGANIC LETTERS,2018,20(8):2306-2310.
APA	Lo, Yi,Liu, Bo,&Xu, Ming-Hua.(2018).Rhodium-Catalyzed Enantioselective Alkenylation of Cyclic Ketimines: Synthesis of Multifunctional Chiral alpha,alpha-Disubstituted Allylic Amine Derivatives.ORGANIC LETTERS,20(8),2306-2310.
MLA	Lo, Yi,et al."Rhodium-Catalyzed Enantioselective Alkenylation of Cyclic Ketimines: Synthesis of Multifunctional Chiral alpha,alpha-Disubstituted Allylic Amine Derivatives".ORGANIC LETTERS 20.8(2018):2306-2310.