A short and highly stereoselective synthesis of α-(2-aminothiazolyl)-C-nucleosides |
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| Authors: | Jean-Michel NavarreDominique Guianvarc'h Audrey Farese-Di GiorgioRoger Condom Rachid Benhida |
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| Institution: | a Laboratoire de Chimie Bioorganique UMR 6001CNRS, Université de Nice-Sophia Antipolis, Parc Valrose, 06108 Nice Cedex 2, France
b Institut de Chimie des Substances Naturelles, CNRS, 1 Avenue de la Terrasse, 91198 Gif-sur-Yvette, France |
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| Abstract: | A short route to novel α-(2-aminothiazolyl)-C-nucleosides has been developed. The key step was the high diastereoselective reduction of the hemiacetal intermediates using L-Selectride, which afforded the corresponding R-diols in quantitative yields. These diols were converted, after C4-C1 ring closure and protecting groups cleavage, to their corresponding free α-C-nucleosides. |
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