On the synthesis of the 2,6-dideoxysugar L-digitoxose |
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Authors: | Timmons Shannon C Jakeman David L |
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Institution: | Department of Chemistry, Dalhousie University, Halifax, Nova Scotia, Canada B3H 4J3. |
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Abstract: | As deoxysugars are integral components of many natural products, the development of efficient chemical and enzymatic routes to prepare these compounds is of particular interest. Herein, we report a comparison of several synthetic methodologies used to prepare protected derivatives of the 2,6-dideoxysugar l-digitoxose. A novel, stereoselective synthetic route to efficiently access methyl 4-O-tert-butyldimethylsilyl-2,6-dideoxy-3-O-trimethylsilyl-alpha-l-ribo-hexopyranoside in 35% yield over nine facile steps is described. |
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Keywords: | l-Digitoxose" target="_blank">l-Digitoxose 2 6-Dideoxysugars Glycosylation Natural products |
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