Simple and Efficient Method for the Synthesis of Galactofuranosides
Keywords: carbohydrate, galactofuranose, iodine, cyclization, β-galactofuranosides
AbstractAn efficient and improved one-pot method for the synthesis of galactofuranosides via iodine-promoted cyclization of galactose diethyl dithioacetal in the presence of alcohol, acting both as solvent and nucleophile, is described. The reaction is carried out at room temperature. Alcohols, such as methanol, cyclohexanol and tert-butanol, were used as nucleophiles for the reaction using 2%, 3% and 5% iodine promoter, respectively. A key finding in this study was that the iodine-promoted cyclization of galactose diethyl dithioacetal with alcohol led to selective formation of β-galactofuranoside allowing the efficient preparation of derivatives of this monosaccharide.
How to Cite
Completo, G. C., Sangalang, R. V., Pique, B. M. I., & Nacario, R. C. (2017). Simple and Efficient Method for the Synthesis of Galactofuranosides. KIMIKA, 27(2), 38-49. https://doi.org/10.26534/kimika.v27i2.38-49
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