使用多相酸催化剂在动力学控制下对 L-戊糖和 6-去氧-L-己糖进行乙醯化反应。
Acetonation of L-pentoses and 6-deoxy-L-hexoses under kinetic control using heterogeneous acid catalysts.
机构信息
Laboratory of Organic Chemistry, Abo Akademi University, Abo, Finland.
出版信息
Carbohydr Res. 2010 Jul 19;345(11):1548-54. doi: 10.1016/j.carres.2010.05.002. Epub 2010 May 12.
The fibrous polymer-supported sulfonic acid catalyst Smopex-101 H+ proved to be an efficient catalyst for the preparation of O-isopropylidene derivatives from a series of rare sugars. Acetonation of the reducing sugars L-arabinose, L-ribose, L-xylose, L-fucose, and L-rhamnose in N,N-dimethylformamide by 2,2-dimethoxypropane or 2-methoxypropene led to the formation of the kinetically favored di-O- and/or mono-O-isopropylidene derivatives in 46-88% yields. The method consists of a simple experimental procedure which does not require predried solvents or reagents. The catalyst is easily recovered and can be regenerated making the procedure economically viable even for large-scale synthesis.
纤维聚合物负载磺酸催化剂 Smopex-101 H+ 被证明是一种高效的催化剂，可用于从一系列稀有糖制备 O-异亚丙基衍生物。在 N,N-二甲基甲酰胺中，用 2,2-二甲氧基丙烷或 2-甲氧基丙烯对还原糖 L-阿拉伯糖、L-核糖、L-木糖、L-岩藻糖和 L-鼠李糖进行乙酰化反应，生成动力学上有利的二-O-和/或单-O-异亚丙基衍生物，产率为 46-88%。该方法具有简单的实验程序，不需要预干燥的溶剂或试剂。催化剂易于回收，可重复使用，即使对于大规模合成，该方法也具有经济可行性。
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