121948-91-2Relevant academic research and scientific papers
The aldol reaction of silyl enol ethers with aldehydes in aqueous media
Kobayashi,Hachiya
, p. 1625 - 1628 (2007/10/02)
The aldol reaction of silyl enol ethers with aldehydes is successfully carried out in aqueous media by using a lanthanide trifluoromethanesulfonate as a catalyst. Water soluble aldehydes are applicable and the catalyst can be recovered and reused in this
WATER-PROMOTED ORGANIC REACTIONS. ALDOL REACTION OF SILYL ENOL ETHERS WITH CARBONYL COMPOUNDS UNDER ATMOSPHERIC PRESSURE AND NEUTRAL CONDITIONS.
Lubineau, Andre,Meyer, Elsa
, p. 6065 - 6070 (2007/10/02)
As a consequence of the hydrophobic effect, the reaction between silyl enol ethers and aldehydes are shown to proceed without a catalyst in aqueous solution and neutral conditions providing crossed-aldol products with a syn selectivity, as under pressure, that is the reverse in comparison with the acid catalysed reaction.With α,β-unsaturated aldehydes, 1,2- and 1,4-addition were observed, whereas with α,β-unsaturated ketones, only 1,4-addition occured.
