7737-40-8Relevant articles and documents
Mechanistic study of the ring-size modulation in Michael-Dieckmann type reactions of 2-acylaminoacrylates with ketene diethyl acetal
Avenoza, Alberto,Busto, Jesus H.,Canal, Noelia,Garcia, Jose I.,Jimenez-Oses, Gonzalo,Peregrina, Jesus M.,Perez-Fernandez, Marta
, p. 224 - 229 (2007)
An unexpected modulation of the chemoselectivity in the Michael-Dieckmann type reactions of 2-acylaminoacrylates with ketene diethyl acetal is observed, depending on the nature of the acylamino group. Experimental and theoretical studies are presented to offer insights into the origin of this substituent effect in terms of a polar stepwise mechanism. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.
Aldol-Tishchenko Reaction of α-Oxy Ketones: Diastereoselective Synthesis of 1,2,3-Triol Derivatives
Sedano, Carlos,Virumbrales, Cintia,Suárez-Pantiga, Samuel,Sanz, Roberto
supporting information, p. 3725 - 3734 (2021/07/02)
α-Oxy ketones, easily accessible by conventional routes, can be selectively deprotonated generating an enolate intermediate, which upon treatment with paraformaldehyde undergoes an aldol-Tishchenko reaction, leading to relevant 1,2,3-triol fragments in a totally diastereoselective manner. The excellent stereocontrol in the generation of a quaternary stereocenter is attributed to stereoelectronic effects in the Evans intermediate. This methodology allows overcoming some limitations of our previously reported strategy, based on the reaction of α-lithiobenzyl ethers with esters and paraformaldehyde, broadening the scope of the obtained polyols. Synthetic applications of this process include the preparation of a new dilignol model and some functionalized oxetanes.
A PROCESS FOR THE PREPARATION OF ALKOCARBOXYLIC ACID ESTERS
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Page/Page column 2, (2008/12/08)
The present invention relates to a catalytic processes for producing of alkoxycarboxylic acid esters by reaction of hydroxycarboxylic acid and/or its esters with alcohol on a solid acid catalysts at temperatures ranging 100 - 400 °C and pressures 1-100 bar. The method is characterized by that a solid acid catalysts are phosphoric acid and/or its salts of metals I and II groups of Periodical Table on a solid porous material. According to the process alkoxycarboxylic acid esters can be produced in a mild condition and a high yield.