Nishimura Yoshio, Miyake Yutaka, Amemiya Ryo, Yamaguchi Masahiko
Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University, Aoba, Sendai 980-8578, Japan.
Org Lett. 2006 Oct 26;8(22):5077-80. doi: 10.1021/ol061948m.
Triethylgallium deprotonated cyclic and acyclic ketones at 125-175 degrees C without forming carbonyl addition products, and the resulting gallium enolates underwent facile C-benzoylation and an aldol reaction. Unsymmetrical ketones were preferentially enolized at the methylene moiety, which was under kinetic control. [reaction: see text]
三乙基镓在125 - 175摄氏度下使环状和非环状酮去质子化，且未形成羰基加成产物，生成的镓烯醇盐易于发生C - 苯甲酰化反应和羟醛缩合反应。不对称酮优先在亚甲基部分烯醇化，这是受动力学控制的。[反应：见原文]
