Department of Chemistry, Graduate School of Science, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan.
Org Lett. 2010 Jan 1;12(1):1-3. doi: 10.1021/ol902289r.
The cross-coupling reaction of alpha,beta-unsaturated aldehydes with primary alcohols to give 2-hydroxymethyl ketones was achieved using RuHCl(CO)(PPh(3))(3) as a catalyst. This atom-economical reaction is likely to proceed via the hydroruthenation of alpha,beta-unsaturated aldehydes followed by an aldol reaction of the resultant enolates with aldehydes to give alpha-formylated ketones, which undergo transfer hydrogenation with primary alcohols leading to alpha-hydroxymethyl ketones. The reduction step can generate aldehydes, participating in the next catalytic cycle.
使用 RuHCl(CO)(PPh(3))(3) 作为催化剂，实现了α，β-不饱和醛与伯醇的交叉偶联反应，生成 2-羟甲基酮。这种原子经济性反应可能通过α，β-不饱和醛的水合氢化作用进行，然后通过所得烯醇化物与醛的羟醛缩合反应生成α-甲酰化酮，然后与伯醇进行转移氢化反应生成α-羟甲基酮。还原步骤可以生成醛，参与下一个催化循环。
