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Asymmetric Three-Component Propargyloxylation for Direct Assembly of Polyfunctionalized Chiral Succinate Derivatives

作     者:Xinxin Lv Shuhao Liu Su Zhou Guizhi Dong Dong Xing Xinfang Xu Wenhao Hu 

作者机构:Guangdong Provincial Key Laboratory of Chiral Molecule and Drug DiscoverySchool of Pharmaceutical SciencesSun Yat-sen UniversityGuangzhou 510006 School of Chemistry and Chemical EngineeringHenan Normal UniversityXinxiangHenan 453007 Shanghai Engineering Research Center of Molecular Therapeutics and New Drug DevelopmentSchool of Chemistry and Molecular EngineeringEast China Normal UniversityShanghai 200062 

出 版 物:《CCS Chemistry》 (中国化学会会刊(英文))

年 卷 期:2021年第3卷第7期

页      面:1903-1912页

学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基  金:supported by the National Natural Science Foundation of China(nos.21971262 and 81973176) the Guangdong Provincial Key Laboratory of Chiral Molecule and Drug Discovery(no.2019B030301005) the National Mega-Project for Innovative Drugs(no.2019ZX09721001-006-001) the Program for Guangdong Introducing Innovative and Entrepreneurial Teams(no.2016ZT06Y337) 

主  题:asymmetric multicomponent reaction asymmetric propargyloxylation cooperative catalysis metal carbene chiral succinate derivative alkyne 

摘      要:An enantioselective three-component propargyloxylation reaction of propargyl alcohols,pyridotriazoles,and imines has been realized by cooperative catalysis with dirhodium complex and chiral phosphoric acid under mild *** is the first example of a catalytic asymmetric three-component propargyloxylation reaction,which provides practical access to chiral polyfunctionalized succinate derivatives with adjacent quaternary and tertiary stereocenters in good to high yields with excellent *** addition to the alkyne motif,pyridyl,alkoxy,amino,and alkenyl species are all tolerated under the reaction ***,the utility of the current method is demonstrated by catalytic cyclization of the product alkyne into a variety of heterocyclic structures without loss of enantiomeric purity.

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