Frontier Research Base for Global Young Researchers, Center for Open Innovation Research and Education (COiRE), Graduate School of Engineering , Osaka University , 2-1 Yamadaoka, Suita , Osaka 565-0871 , Japan.
Department of Applied Chemistry, Graduate School of Engineering , Osaka University , 2-1 Yamadaoka, Suita , Osaka 565-0871 , Japan.
Org Lett. 2018 Jun 15;20(12):3651-3655. doi: 10.1021/acs.orglett.8b01371. Epub 2018 May 30.
An organoaluminum-free and catalyst-free anti-carboalumination of alkynes using aluminum trihalides and silyl ketene imines was developed. Three components, an alkyne, AlX, and a silyl ketene imine, were simply mixed to give the alkenylaluminum bearing a cyano group with regioselectivity. Theoretical calculations revealed the effective activation of the alkyne by AlX to enhance the regioselective carboalumination. The synthesized alkenylaluminums were applicable to many organic transformations.
发展了一种无有机铝和无催化剂的三卤化铝和硅基烯酮亚胺反碳铝化炔烃的方法。将炔烃、AlX 和硅基烯酮亚胺三种组分简单混合，即可得到具有区域选择性的氰基取代的烯基铝。理论计算表明，AlX 可有效活化炔烃，增强区域选择性的碳铝化反应。合成的烯基铝可适用于许多有机转化反应。
