Synthesis of a trihydroxylated azepane from d-arabinose by way of an intramolecular alkene nitrone cycloaddition |
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| Affiliation: | 1. Fuel Chemistry Division, Bhabha Atomic Research Centre, Mumbai 400 085, India;2. Homi Bhabha National Institute, Anushaktinagar, Mumbai 400 094, India;3. Radiometallurgy Division, Bhabha Atomic Research Centre, Mumbai 400 085, India |
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| Abstract: | The synthesis of 1,6-imino-1,5,6-trideoxy-l-xylo-hexitol, a trihydroxylated azepane, from d-arabinose was achieved by way of an intramolecular alkene nitrone cycloaddition. The final product as well as its bicyclic precursor, (3R,4S,5S)-3,4-dihydroxy-8-oxa-1-azabicyclo[3.2.1]octane, were evaluated as glycosidase inhibitors. |
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