75101-96-1Relevant academic research and scientific papers
A new route to α,β-unsaturated aldehydes using the condensation of trimethylsilyl β-trimethylsilyl enol ethers with aldehydes
Duhamel, Lucette
, p. 7745 - 7748 (2007/10/02)
β-Trimethylsilyl enol ethers 1 (Z) obtained from β-bromoenolethers 2 were condensed with aliphatic and aromatic aldehydes in the presence of a catalytic quantity of trimethylsilyl triflate leading to ethylenic aldehydes 3 (E) with good yields (79-90%).
Action of Lewis Acids on Aromatic Acetals
Alphonse, I.,Arulraj, S. J.
, p. 820 - 822 (2007/10/02)
Acetals of the type X.C6H4CH(OR)2, where R = Et, n-Bu and isoamyl, and X = H and CH3, react with antimony perchloride and ferric chloride in anhydrous 1,2-dichloroethane to give benzyl alkyl ether, alkyl benzoate, benzyl ester, α,β-unsaturated aldehyde, benzaldehyde and a small quantity of benzyl alcohol. p-Nitrobenzaldehyde di-n-butyl acetal gave only p-nitrobenzaldehyde and a trace of p-nitrobenzyl alcohol.The mechanism of the formation of benzyl alkyl ether is explained by a hydride ion transfer and that of α,β-unsaturated aldehyde by an aldol type of condensation.The aliphatic and aromatic aldehydes produced in the reaction could undergo Tischenko reaction in the presence of antimony or iron alkoxides to give the esters.
