65457-64-9Relevant academic research and scientific papers
Synthesis of α,β-unsaturated aldehydes based on a one-pot phase-switch dehydrogenative cross-coupling of primary alcohols
Mura, Manuel G.,De Luca, Lidia,Taddei, Maurizio,Williams, Jonathan M. J.,Porcheddu, Andrea
supporting information, p. 2586 - 2589 (2014/06/09)
An efficient one-pot ruthenium-catalyzed hydrogen-transfer strategy for a direct access to α,β-unsaturated aldehydes has been developed. The employment of enolates prepared in situ from alcohols avoided handling unstable aldehydes and provided a very appealing route to different cinnamaldehydes substituted in position 2. A silica-grafted amine was used as phase-switch tag leading to a selective one-pot process in favor of cross-dehydrogenative coupling products.
Tandem-directed regioselective hydroformylation/β-elimination: A practical method for the synthesis of enals
Bruch, Achim,Gebert, Antje,Breit, Bernhard
experimental part, p. 2169 - 2176 (2009/04/10)
A practical synthesis of α,β-unsaturated aldehydes by a tandem-directed hydroformylation/β-elimination process of allylic o-DPPB esters is reported. The o-DPPB group served as an effective controller for regioselectivity of the hydroformylation towards th
Oxopropenylation of Alkylmagnesium Halides by 3-(Trimethylsilyloxy)acroleins
Ullrich, Friedrich-Wilhelm,Rotscheidt, Klaus,Breitmaier, Eberhard
, p. 1737 - 1744 (2007/10/02)
Oxopropenylation of alkylmagnesium halides 4 by 3-(trimethylsilyloxy)acroleins 3 selectively yields the (E)-isomers of α,β-unsaturated aldehydes such as 4-phenyl-2-butenals 9, 3-cyclopropylpropenals 10, 3-cyclohexylpropenals 11, 3-(3-menthyl)propenals 12, and 2,5-hexadienals 13. 3-Hydroxyenolsilylethers 6 are isolated when allylmagnesium chloride is used as carbon nucleophile; to conclude, the reaction primarily involves nucleophilic addition of the Grignard reagent at the aldehyde carbon of the acrolein 3.
