A short and highly efficient synthesis of L-ristosamine and L-epi-daunosamine glycosides |
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| Authors: | Ding Feiqing William Ronny Wang Fei Ma Jimei Ji Li Liu Xue-Wei |
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| Affiliation: | Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371. |
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| Abstract: | A highly efficient synthesis of L-ristosamine and L-epi-daunosamine glycosides via BF(3)·OEt(2) promoted tandem hydroamination/glycosylation of 3,4-di-O-acetyl-6-deoxy-L-glucal and L-galactal has been developed. The new method proceeds in a completely stereocontrolled manner within a short reaction time. Preparation of a library of L-ristosamine and L-epi-daunosamine glycosides with potential biochemical applications, by varying each component, exemplified the generality of the reaction. |
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