A new synthesis of 3-deoxy-d-arabino-hexose and its tautomeric equilibrium
The title compound was synthesized in four steps from D-glucono-1,5-lactone, Reduction of 2,4,6-tri-O-benzoyl-3-deoxy-D-arabino-hexono-l,5-lactone (1) with disiamylborane afforded 2,4,6-tri-O-benzoyl-3-deoxy-D-arabino-hexopyranose (2) which, on debenzoylation, gave 3-deoxy-D-arabino-hexose (3).Tauto...
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| Autores principales: | , |
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| Formato: | JOUR |
| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_07328303_v3_n2_p219_duMortier |
| Aporte de: |
| Sumario: | The title compound was synthesized in four steps from D-glucono-1,5-lactone, Reduction of 2,4,6-tri-O-benzoyl-3-deoxy-D-arabino-hexono-l,5-lactone (1) with disiamylborane afforded 2,4,6-tri-O-benzoyl-3-deoxy-D-arabino-hexopyranose (2) which, on debenzoylation, gave 3-deoxy-D-arabino-hexose (3).Tautomeric equilibrium of 3 was studied by lH and 13C NMR spectroscopy. © 1984, Taylor & Francis Group, LLC. All rights reserved. |
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