Studies on Aminosugars. XXIV. The Facile Elimination of the Derivatives of a Pyranosid-4-ulose
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概要
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Methyl 3-azido-3-deoxy-α and β-D-xylopyranoside are prepared. The oxidation of the 2-<I>O</I>-benzoylated derivative of the above-mentioned α-anomer with the Pfitzner-Moffatt reagent leads to the facile elimination of the elements of benzoic acid and the formation of the 4-azido derivative of 5,6-dihydro-α-pyran-5-one. The 3-ethoxycarbonylamido derivative obtained from the above mentioned 3-azido derivative is oxidized similarly to afford the 4-ethoxycarbonylamido derivative of 5,6-dihydro-α-pyran-5-one. The mechanisms of these elimination reactions are discussed.
- 公益社団法人 日本化学会の論文
著者
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Umezawa Sumio
Department of Applied Chemistry Engineering Faculty Keio University
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Tsuchiya Tsutomu
Department of Applied Chemistry, Faculty of Engineering, Keio University
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Suo Kiyohiko
Department of Applied Chemistry, Faculty of Engineering, Keio University
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