A practical access to glucose-and allose-based (5+ 5) 3-spiropseudonucleosides from a common intermediate

…, V Rodins, E Rolava, P Ostrovskis, S Belyakov

文献索引：Turks, Maris; Rodins, Vitalijs; Rolava, Evija; Ostrovskis, Pavels; Belyakov, Sergey Carbohydrate Research, 2013 , vol. 375, p. 5 - 15

全文：HTML全文

被引用次数: 17

摘要

A practical access to glucose-based and allose-based spirooxazolidinones is reported. The synthetic sequence consisting of TEMPO-catalyzed oxidation of 1, 2: 5, 6-di-O- isopropylidene-α-d-glucofuranose, Henry reaction, and reduction provides amino alcohol with allo-configuration on a multigram scale. Alternatively, water elimination from Henry products followed by a rehydration gives an access to diastereomerically pure glucose- ...