1243264-56-3Relevant academic research and scientific papers
Catalytic Activation of Cis-Vicinal Diols by Boronic Acids: Site-Selective Acylation of Carbohydrates
Shimada, Naoyuki,Nakamura, Yuki,Ochiai, Takayuki,Makino, Kazuishi
supporting information, p. 3789 - 3794 (2019/05/24)
Site-selective acylation of unprotected carbohydrates by using stable, storable, and easily handled imidazole-containing organoboronic acid catalysts is described. This catalytic process with low catalyst loading enables the introduction of a wide variety of acyl functional groups into the equatorial position of cis-vicinal diols in unprotected hexapyranosides with excellent site selectivity. This is the first example that uses a Lewis base-containing boronic acid to enhance the nucleophilicity of hydroxy groups.
Intramolecular dehydrative condensation of dicarboxylic acids with brnsted base-assisted boronic acid catalysts
Sakakura, Akira,Yamashita, Risa,Ohkubo, Takuro,Akakura, Matsujiro,Ishihara, Kazuaki
experimental part, p. 1458 - 1465 (2012/02/15)
Bifunctional Brnsted base-assisted boronic acid catalysts, arylboronic acids bearing two sterically bulky (N,N-dialkylamino)methyl groups at the 2,6-positions, exhibit remarkable activities for the dehydrative intramolecular condensation of dicarboxylic acids. The steric bulkiness of the (N,N-dialkylamino)methyl groups of 1, which prevents the formation of less active species such as the N→B chelated species and triarylboroxines 3, is crucial for the high catalytic activity. This is the first successful method for the catalytic dehydrative self-condensation of di-and tetracarboxylic acids.
