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Dérivés C-glycosyliques XXVI. Nouvelles voies d'accès à des C-nucléosides isoxazoliques et thiophéniques Communication préliminaire

✍ Scribed by Jean M. J. Tronchet; Olivier Martin; Jean-Bernard Zumwald; Nghiep Le-Hong; Françoise Perret

Publisher
John Wiley and Sons
Year
1975
Tongue
German
Weight
402 KB
Volume
58
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

3‐O‐benzyl (and 3‐O‐methyl)‐1,2‐O‐isopropylidene‐α‐D‐xylo‐dialdo‐1,4‐furanoses treated with bromocyanomethylidene‐ or bromoacylmethylidene‐triphenylphosphoranes gave in good yields the corresponding olefinic sugars. These compounds, which bear three adjacent electrophilic carbon atoms (C(5), C(6), C(7)) constitute useful synthetic intermediates in carbohydrate chemistry. They represent, for example, good starting materials for the preparation of 3‐glycosylisoxazoles, 5‐glycosylisoxazoles and 2‐glycosylthiophenes.

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