921625-36-7Relevant academic research and scientific papers
Synthesis of 2-hydroxymethyl ketones by ruthenium hydride-catalyzed cross-coupling reaction of α,β-unsaturated aldehydes with primary alcohols
Denichoux, Aurelien,Fukuyama, Takahide,Doi, Takashi,Horiguchi, Jiro,Ryu, Iihyong
scheme or table, p. 1 - 3 (2010/03/03)
Chemical Equation Presented The cross-coupling reaction of α,β-unsaturated aldehydes with primary alcohols to give 2-hydroxymethyl ketones was achieved using RuHCl(CO)(PPh3)3 as a catalyst. This atom-economical reaction is likely to proceed via the hydroruthenation of α,β-unsaturated aldehydes followed by an aldol reaction of the resultant enolates with aldehydes to give r-formylated ketones, which undergo transfer hydrogenation with primary alcohols leading to α-hydroxymethyl ketones. The reduction step can generate aldehydes, participating in the next catalytic cycle.
