从D-甘露糖-1,4-内酯合成L-核糖的新方法。
Novel synthesis of L-ribose from D-mannono-1,4-lactone.
作者信息
Takahashi Hideyo, Iwai Yoshinori, Hitomi Yuko, Ikegami Shiro
机构信息
Faculty of Pharmaceutical Sciences, Teikyo University, Sagamiko, Kanagawa 199-0195, Japan.
出版信息
Org Lett. 2002 Jul 11;4(14):2401-3. doi: 10.1021/ol026141i.
PMID:12098257
Abstract
[reaction: see text] D-Mannono-1,4-lactone was efficiently converted into L-ribose in eight steps. A key step of this synthesis is the cyclization of a gamma-hydroxyalkoxamate under Mitsunobu conditions. It is noteworthy that the O-alkylation product was obtained in 94% yield and that none of the N-alkylation product was detected in this cyclization.
摘要
[反应：见正文] D-甘露糖-1,4-内酯经八步反应高效转化为L-核糖。该合成的关键步骤是γ-羟基烷氧基肟酸酯在 Mitsunobu 条件下的环化反应。值得注意的是，在该环化反应中，O-烷基化产物的产率为94%，且未检测到任何N-烷基化产物。
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