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 se...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-tosylhydrazones展开更多
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).
文摘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-tosylhydrazones