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., Sangalang, R., Pique, B., & Nacario, R. (2017). Simple and Efficient Method for the Synthesis of Galactofuranosides. KIMIKA, 27(2), 38-49. https://doi.org/https://doi.org/10.26534/kimika.v27i2.38-49
Authors who publish with this journal agree to the following terms:
- Authors retain copyright and grant the journal right of first publication with the work simultaneously licensed under a Creative Commons Attribution License that allows others to share the work with an acknowledgement of the work's authorship and initial publication in this journal.
- Authors are able to enter into separate, additional contractual arrangements for the non-exclusive distribution of the journal's published version of the work (e.g., post it to an institutional repository or publish it in a book), with an acknowledgement of its initial publication in this journal.
- Authors are permitted and encouraged to post their work online (e.g., in institutional repositories or on their website) prior to and during the submission process, as it can lead to productive exchanges, as well as earlier and greater citation of published work (See The Effect of Open Access).