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A short and highly stereoselective synthesis of α-(2-aminothiazolyl)-C-nucleosides

✍ Scribed by Jean-Michel Navarre; Dominique Guianvarc'h; Audrey Farese-Di Giorgio; Roger Condom; Rachid Benhida


Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
113 KB
Volume
44
Category
Article
ISSN
0040-4039

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✦ Synopsis


A short route to novel a-(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 a-C-nucleosides.


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