Cu(I)-Catalyzed Asymmetric Cross-Coupling of N-Tosylhydrazones and Trialkyl- silylethynes: Enantioselective Construction of C(sp)--C(sp^3) Bonds  被引量:2

Cu(I)-Catalyzed Asymmetric Cross-Coupling of N-Tosylhydrazones and Trialkyl- silylethynes: Enantioselective Construction of C(sp)--C(sp^3) Bonds

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作  者:Wen-Dao Chu Fangfang Guo Lefei Yu Junting Hong qianyi Liu Fanyang Mo Yan Zhang Jianbo Wang 

机构地区:[1]Chemical Synthesis and Pollution Control Key Laboratory of Sichuan Province, College of Chemistry & Chemical Engineering, China West Normal University, Nanchon8, Sichuan 637002, China [2]Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry arid Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China

出  处:《Chinese Journal of Chemistry》2018年第3期217-222,共6页中国化学(英文版)

基  金:Acknowledgement The project is supported by the National Basic Research Program of China (973 Program, No. 2015CB856600), the National Natural Science Foundation of China (Grant 21472004, 21332002) and the China Postdoctoral Science Foundation Funded Project (2015M5B0911).

摘  要:The first catalytic enantioselective C(sp)-C(sp^3) cross-coupling reaction between N-tosylhydrazones and trialkylsilylethynes in the presence of Cu(I) salts and chiral phosphoramidite ligands was developed. A series of svnthetically interesting, functionalized alkynes were obtained with moderate to good enanttiselectivities (up to 83% ee). Cu(ll) carbene migratory insertion is proposed to be the enantio-determining step. KEYWORDS C(sp)--C(sp^3) cross-coupling, metal carbene, asymmetric catalysis, Cu(I) catalysts, N-tosylhydrazonesThe first catalytic enantioselective C(sp)-C(sp^3) cross-coupling reaction between N-tosylhydrazones and trialkylsilylethynes in the presence of Cu(I) salts and chiral phosphoramidite ligands was developed. A series of svnthetically interesting, functionalized alkynes were obtained with moderate to good enanttiselectivities (up to 83% ee). Cu(ll) carbene migratory insertion is proposed to be the enantio-determining step. KEYWORDS C(sp)--C(sp^3) cross-coupling, metal carbene, asymmetric catalysis, Cu(I) catalysts, N-tosylhydrazones

关 键 词:C(sp)--C(sp^3) cross-coupling metal carbene asymmetric catalysis Cu(I) catalysts N-tosylhydrazones 

分 类 号:O643.36[理学—物理化学] TS207.3[理学—化学]

 

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