41531-80-0Relevant 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
supporting information; experimental part, 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.
Thermal retro-aldol reaction using fluorous ether F-626 as a reaction medium
Fukuyama, Takahide,Kawamoto, Takuji,Okamura, Takahiro,Denichoux, Aurelien,Ryu, Ilhyong
scheme or table, p. 2193 - 2196 (2010/10/21)
A high-boiling, fluorous-organic hybrid ether, F-626, was tested for use in thermal retro-aldol reactions and found to be an excellent reaction medium in view of the ease of separation from the product by fluorous/organic biphasic treatment. The recovered F-626 can be readily reused for subsequent runs.
