Reactions of d-glucose,d-xylose,and d-erythrose with 2-methyl-2-propanethiol |
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| Institution: | 1. Área de Química Inorgánica-CIESOL, University of Almeria, Almeria, Spain;2. Istituto di Chimica dei Composti Organometallici, Consiglio Nazionale delle Ricerche (ICCOM-CNR), Florence, Italy;1. Universidade Federal de Minas Gerais, Belo Horizonte, MG, Brazil;4. Universidade Federal de Viçosa, Viçosa, MG, Brazil |
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| Abstract: | The reaction of d-glucose and d-xylose with 2-methyl-2-propanethiol in conc. hydrochloric acid yielded tert-butyl 1-thioglycopyranosides (products of kinetic and thermodynamic control). Di-tert-butyl dithioacetals (12–14) were obtained from the acetylated aldehydo-derivatives of d-glucose, d-xylose, and d-erythrose. On brief treatment with conc. hydrochloric acid, 12 and 13 gave tert-butyl 1-thio-α- and -β-glycopyranosides and 14 gave the corresponding furanosides. |
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