Palladium-Catalyzed Three-Component Coupling of 1,1-Dibromoalkenes, Vinylzinc Chloride, and Soft Nucleophiles: One-Pot Synthesis of 1,3-Disubstituted Allenes

被引:0
作者
Sawano, Eri [1 ,2 ,3 ]
Ogasawara, Masamichi [1 ,2 ]
机构
[1] Univ Tokushima, Grad Sch Sci & Technol, Dept Nat Sci, Tokushima 7708506, Japan
[2] Univ Tokushima, Res Cluster Innovat Chem Sensing, Tokushima 7708506, Japan
[3] Hokkaido Univ, Grad Sch Life Sci, Kita Ku, Sapporo, Hokkaido 0010021, Japan
关键词
ASYMMETRIC-SYNTHESIS; REACTIVITY; CHIRALITY; ESTERS; ARYL;
D O I
10.1021/acsomega.9b03444
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The three-component coupling reaction of 1,1-dibromoalkenes 1, vinylzinc chloride 2, and carbon soft nucleophiles 3 was realized in the presence of the catalytic palladium/Xantphos species, and 1,3-disubstituted allenic products 5 were obtained in yields of up to 77%. The successive two palladium-catalyzed processes, namely the crosscoupling reaction and the allylic substitution, assembled 5 from the easily accessible starting compounds.
引用
收藏
页码:19499 / 19504
页数:6
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