Tetrahedron letters

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

…, D Guianvarc'h, A Farese-Di Giorgio, R Condom…

Index: Navarre, Jean-Michel; Guianvarc'h, Dominique; Farese-Di Giorgio, Audrey; Condom, Roger; Benhida, Rachid Tetrahedron Letters, 2003 , vol. 44, # 10 p. 2199 - 2202

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Citation Number: 17

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.