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Recherches dans la série des cyclitols XLV. Action des diazoalcanes sur la pentahydroxy-2,4,6/3,5-cyclohexanone et sur son dérivé penta-O-acétylé. I. Etude des spiro-époxydes

✍ Scribed by André Giddey; Florea G. Cocu; Béatrice Pochelon; Théodore Posternak


Publisher
John Wiley and Sons
Year
1974
Tongue
German
Weight
879 KB
Volume
57
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

On treatment with diazomethane, 2,4,6/3,5‐penta‐acetoxy‐cyclohexanone(penta‐O‐acetyl‐myo‐inosose‐2 or ‐scyllo‐inosose) gave only a spiroepoxide. In contrast, replacement of diazomethane by higher diazoalkanes furnished a mixture of alkylspiroepoxides and of ring expansion products (cycloheptanone derivatives). The configuration and the reactions of the spiro‐epoxides have been studied.