Concise synthesis of 1,3-di-O-substituted tetrahydropyran derivatives as conformationally stable pyranose mimetics |
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| Authors: | Laurel K. Mydock Christopher D. Spilling Alexei V. Demchenko |
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| Affiliation: | Department of Chemistry and Biochemistry, University of Missouri - St. Louis, One University Blvd, St. Louis, Missouri 63121, USA |
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| Abstract: | A practical synthetic route to 1,3-di-O-substituted tetrahydropyrans has been developed. An important feature of these obtained glycomimetics is the bulky t-butyl functionality at the C-4 position, which imposes a chair conformation as the lowest energy conformer, making these compounds ideal pyranose mimetics. |
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