Use of Unsaturated Sugars as Alkylating Agents. Addition of Enol Esters and Ethers to Glycals |
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| Authors: | Grzegorz Grynkiewicz James N. Bemiller |
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| Affiliation: | 1. Department of Chemistry , Biochemistry Southern Illinois University at Carbondale , Carbondale, IL, 62901, U.S.A.;2. Department of Chemistry , Biochemistry Southern Illinois University at Carbondale , Carbondale, IL, 62901, U.S.A.;3. Institute of Organic Chemistry, Polish Academy of Sciences , Warsaw, Poland |
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| Abstract: | Abstract Addition of enol esters to acetylated 1,5-anhydro-D-hex-1-enitols (acetylated-D-glycals) in the presence of a Lewis acid catalyst yields acetylated 3-deoxy-α-D-hex-2-enopyranosyl compounds which can serve as starting materials for the synthesis of other C-(α-D-hexopyranosyl) compounds. |
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