85708-07-2Relevant academic research and scientific papers
Cathode and medium effects on the electroreductive glucosidation of phenols
Rondinini, Sandra,Mussini, Patrizia R.,Cantu, Giovanni,Sello, Guido
, p. 2989 - 2995 (2007/10/03)
The electroreductive pathway to phenol glucosidation, recently introduced by our research group, is analysed here in detail for both mechanism elucidation and choice of operating conditions. Preparative electrosyntheses were carried out on model substrates, varying either the cathode material, the supporting electrolyte, and/or the potential/current electrolysis conditions, to study their effects on the glucosidation yields and stereochemistry. Special care was devoted to the analysis of the reaction mixtures, leading to the identification and characterisation of several new products.
Reliable method for the synthesis of aryl β-D-glucopyranosides, using boron trifluoride-diethyl ether as catalyst
Smits, Elly,Engberts, Jan B. F. N.,Kellogg, Richard M.,Van Doren, Henk A.
, p. 2873 - 2877 (2007/10/03)
Stereospecific formation of aryl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosides was achieved by reaction of penta-O-acetyl-β-D-glucose 1 with substituted phenols in the presence of boron trifluoride. Yields of the purified products varied from 52-85%. Benzyl alcohol could also be glucosylated using similar conditions. All products were purified by crystallization from ethanol. The purity and the anomeric configuration of the products were determined by means of 1H and 13C NMR spectroscopy, melting points and optical rotation.
GLYCOSYLATION OF SILYL ETHERS: A NOVEL SYNTHESIS OF OLIGOSACCHARIDES AND ARYL GLYCOSIDES
Nair, Vijay,Joseph, Joseph P.
, p. 337 - 341 (2007/10/02)
A novel procedure for the synthesis of oligosaccharides and aryl glycosides involving the glycosylation of silyl ethers is described.
