88017-70-3Relevant academic research and scientific papers
Aromatic substituent effects in palladium-catalyzed intramolecular olefin oxyarylation reactions
Brenzovich, W. E.,Croft, Zacary L.,Dove, Ross L.,Hardy, Emily E.,Maust, Mark C.,Sullivan, Mackenzie W.
supporting information, (2020/02/11)
The effect of electron-donating groups on the palladium-catalyzed intramolecular oxyarylation reaction was studied. In the case of activation at the ortho-position, the reaction favors the formation of a tricyclic lactone via C–H insertion. However, when
In situ synthesis of 2-allyloxy-1-methylpyridinium triflate for the allylation of carboxylic acids
Strayer, Timothy A.,Culy, Caleb C.,Bunner, Matthew H.,Frank, Amie R.,Albiniak, Philip A.
supporting information, p. 6807 - 6809 (2016/01/26)
2-Allyloxypyridinium triflate is formed in situ by treating a mixture of 2-allyloxypyridine, a carboxylic acid, and toluene with methyl triflate. Subsequent warming of the reaction mixture in the presence of potassium carbonate leads to efficient formation of allyl esters in good to excellent yields.
Palladium-catalyzed allylic esterification via C-C bond cleavage of a secondary homoallyl alcohol
Wang, Yong,Kang, Qiang
supporting information, p. 4190 - 4193 (2014/10/15)
Palladium-catalyzed allylic esterifications of secondary homoallyl alcohols with acids via sequential retro-allylation and esterification are demonstrated, affording the corresponding allyl ester in up to 99% yield. The electron effect of the substituent of the secondary alcohol was found to be crucial to the selective C-C bond cleavage.
Synthesis of l -octaarginine through microencapsulated palladium-catalyzed allyl ester deprotection
Pérez-López, Ana M.,González-Calderón, Dávir,Occorso, Antonio,Galindo-ángel, Javier,Domínguez-Seglar, José F.,Tamayo, Juan A.,Díaz-Gavilán, Mónica,Gómez-Vidal, José A.
supporting information, p. 2319 - 2322 (2015/08/06)
Octaarginine has been described as a molecular transporter. We report a useful synthesis of orthogonally protected l-octaarginine by using a method based on a microencapsulated palladium catalyst. Known palladium-based methods for allyl ester deprotection have been modified to facilitate purification of the unprotected intermediates. This improvement in the purification step has also been tested with a variety of allyl α-amino esters and allyl α,β-unsaturated esters.
