van den Bos Leendert J, Codée Jeroen D C, van der Toorn John C, Boltje Thomas J, van Boom Jacques H, Overkleeft Herman S, van der Marel Gijsbert A
Leiden Institute of Chemistry, Leiden University, P.O. Box 9502, 2300 RA Leiden, The Netherlands.
Org Lett. 2004 Jun 24;6(13):2165-8. doi: 10.1021/ol049380+.
[reaction: see text] Partially protected thioglycuronic acids are prepared efficiently by chemo- and regioselective oxidation of the corresponding thioglycosides using the TEMPO/BAIB reagent combination. After esterification, the thioglycuronic acids proved to be useful as both donor and acceptor in sulfonium-mediated condensations toward acidic di- and trisaccharides.
[反应:见正文] 使用TEMPO/BAIB试剂组合,通过对相应硫代糖苷进行化学和区域选择性氧化,高效制备了部分保护的硫代葡糖醛酸。酯化后,硫代葡糖醛酸在锍介导的向酸性二糖和三糖的缩合反应中被证明既可用作供体又可用作受体。