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: du Mortier, C., de Lederkremer, R.M.
Formato: JOUR
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_07328303_v3_n2_p219_duMortier
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
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spelling todo:paper_07328303_v3_n2_p219_duMortier2023-10-03T15:37:33Z A new synthesis of 3-deoxy-d-arabino-hexose and its tautomeric equilibrium du Mortier, C. de Lederkremer, R.M. 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. Fil:de Lederkremer, R.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_07328303_v3_n2_p219_duMortier
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
description 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.
format JOUR
author du Mortier, C.
de Lederkremer, R.M.
spellingShingle du Mortier, C.
de Lederkremer, R.M.
A new synthesis of 3-deoxy-d-arabino-hexose and its tautomeric equilibrium
author_facet du Mortier, C.
de Lederkremer, R.M.
author_sort du Mortier, C.
title A new synthesis of 3-deoxy-d-arabino-hexose and its tautomeric equilibrium
title_short A new synthesis of 3-deoxy-d-arabino-hexose and its tautomeric equilibrium
title_full A new synthesis of 3-deoxy-d-arabino-hexose and its tautomeric equilibrium
title_fullStr A new synthesis of 3-deoxy-d-arabino-hexose and its tautomeric equilibrium
title_full_unstemmed A new synthesis of 3-deoxy-d-arabino-hexose and its tautomeric equilibrium
title_sort new synthesis of 3-deoxy-d-arabino-hexose and its tautomeric equilibrium
url http://hdl.handle.net/20.500.12110/paper_07328303_v3_n2_p219_duMortier
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AT delederkremerrm anewsynthesisof3deoxydarabinohexoseanditstautomericequilibrium
AT dumortierc newsynthesisof3deoxydarabinohexoseanditstautomericequilibrium
AT delederkremerrm newsynthesisof3deoxydarabinohexoseanditstautomericequilibrium
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