Synthesis of amino-sugars using the directed dihydroxylation reaction
The synthesis of protected forms of two amino-sugars, talosamine 1 and allosamine 2, is described; the syn, syn stereochemistry at C-2, C-3 and C-4 was controlled by the use of a hydrogen-bonding directed dihydroxylation reaction using stoichiometric and catalytic OsO4; proof of the relative stereoc...
Hoofdauteurs: | , , |
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Formaat: | Journal article |
Taal: | English |
Gepubliceerd in: |
1999
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_version_ | 1826304157370286080 |
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author | Donohoe, T Blades, K Helliwell, M |
author_facet | Donohoe, T Blades, K Helliwell, M |
author_sort | Donohoe, T |
collection | OXFORD |
description | The synthesis of protected forms of two amino-sugars, talosamine 1 and allosamine 2, is described; the syn, syn stereochemistry at C-2, C-3 and C-4 was controlled by the use of a hydrogen-bonding directed dihydroxylation reaction using stoichiometric and catalytic OsO4; proof of the relative stereochemistry of the allosamine series was obtained through an X-ray crystal structure of a protected derivative. |
first_indexed | 2024-03-07T06:13:32Z |
format | Journal article |
id | oxford-uuid:f056e75f-2ff8-463d-b36e-abc0513870ce |
institution | University of Oxford |
language | English |
last_indexed | 2024-03-07T06:13:32Z |
publishDate | 1999 |
record_format | dspace |
spelling | oxford-uuid:f056e75f-2ff8-463d-b36e-abc0513870ce2022-03-27T11:47:07ZSynthesis of amino-sugars using the directed dihydroxylation reactionJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:f056e75f-2ff8-463d-b36e-abc0513870ceEnglishSymplectic Elements at Oxford1999Donohoe, TBlades, KHelliwell, MThe synthesis of protected forms of two amino-sugars, talosamine 1 and allosamine 2, is described; the syn, syn stereochemistry at C-2, C-3 and C-4 was controlled by the use of a hydrogen-bonding directed dihydroxylation reaction using stoichiometric and catalytic OsO4; proof of the relative stereochemistry of the allosamine series was obtained through an X-ray crystal structure of a protected derivative. |
spellingShingle | Donohoe, T Blades, K Helliwell, M Synthesis of amino-sugars using the directed dihydroxylation reaction |
title | Synthesis of amino-sugars using the directed dihydroxylation reaction |
title_full | Synthesis of amino-sugars using the directed dihydroxylation reaction |
title_fullStr | Synthesis of amino-sugars using the directed dihydroxylation reaction |
title_full_unstemmed | Synthesis of amino-sugars using the directed dihydroxylation reaction |
title_short | Synthesis of amino-sugars using the directed dihydroxylation reaction |
title_sort | synthesis of amino sugars using the directed dihydroxylation reaction |
work_keys_str_mv | AT donohoet synthesisofaminosugarsusingthedirecteddihydroxylationreaction AT bladesk synthesisofaminosugarsusingthedirecteddihydroxylationreaction AT helliwellm synthesisofaminosugarsusingthedirecteddihydroxylationreaction |