Nickel-Catalyzed Enantio- and Diastereoselective Three-Component Coupling of 1,3-Dienes, Aldehydes, and Silanes Using Chiral N-Heterocyclic Carbenes as Ligands
作者:Yoshihiro Sato、Yu Hinata、Reiko Seki、Yoshihiro Oonishi、Nozomi Saito
DOI:10.1021/ol702543m
日期:2007.12.1
Nickel(0)-catalyzed asymmetric three-component coupling of 1,3-dienes, aldehydes, and silanes has been realized utilizing a chiral N-heterocyclic carbene as a ligand. On the basis of the screening of various NHC precursors, an imidazolium salt having 1-(2,4,6-trimethylphenyl)propyl groups on the nitrogen was designed and synthesized. In this reaction, various coupling products were produced in good
利用手性N-杂环卡宾作为配体已经实现了镍(0)催化的1,3-二烯,醛和硅烷的不对称三组分偶联。基于各种NHC前体的筛选,设计并合成了在氮上具有1-(2,4,6-三甲基苯基)丙基的咪唑鎓盐。在该反应中,以高产率,高区域-,非对映-(在内部1,3-二烯的情况下为反选择性)和对映选择性(至多97%ee)生产了各种偶联产物。