Studies on the transformation of nitrosugars into branched chain iminosugars. Part II: Synthesis of (3R,4R,5R,6S)-2,2-bis(hydroxymethyl)azepane-3,4,5,6-tetraol
The first stereocontrolled synthesis of (3R,4R,5R,6S)-2,2-bis-(hydroxymethyl)azepane-3,4,5,6-tetraol is described herein. The method involves a novel double Henry reaction of the 3,5-di-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-nitro-α-d-glucofuranose with formaldehyde followed by a reductive ring clo...
| Autors principals: | , , , , , , |
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| Format: | Journal article |
| Idioma: | English |
| Publicat: |
2008
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| _version_ | 1826256731098841088 |
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| author | Otero, J Estevez, A Soengas, R Estevez, J Nash, R Fleet, G Estevez, R |
| author_facet | Otero, J Estevez, A Soengas, R Estevez, J Nash, R Fleet, G Estevez, R |
| author_sort | Otero, J |
| collection | OXFORD |
| description | The first stereocontrolled synthesis of (3R,4R,5R,6S)-2,2-bis-(hydroxymethyl)azepane-3,4,5,6-tetraol is described herein. The method involves a novel double Henry reaction of the 3,5-di-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-nitro-α-d-glucofuranose with formaldehyde followed by a reductive ring closure to give the first branched 1,6-dideoxy-1,6-heptitol described. © 2008 Elsevier Ltd. All rights reserved. |
| first_indexed | 2024-03-06T18:06:55Z |
| format | Journal article |
| id | oxford-uuid:01bb79f1-fd68-4a4a-95d2-8f7a6d00b4c6 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-06T18:06:55Z |
| publishDate | 2008 |
| record_format | dspace |
| spelling | oxford-uuid:01bb79f1-fd68-4a4a-95d2-8f7a6d00b4c62022-03-26T08:36:38ZStudies on the transformation of nitrosugars into branched chain iminosugars. Part II: Synthesis of (3R,4R,5R,6S)-2,2-bis(hydroxymethyl)azepane-3,4,5,6-tetraolJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:01bb79f1-fd68-4a4a-95d2-8f7a6d00b4c6EnglishSymplectic Elements at Oxford2008Otero, JEstevez, ASoengas, REstevez, JNash, RFleet, GEstevez, RThe first stereocontrolled synthesis of (3R,4R,5R,6S)-2,2-bis-(hydroxymethyl)azepane-3,4,5,6-tetraol is described herein. The method involves a novel double Henry reaction of the 3,5-di-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-nitro-α-d-glucofuranose with formaldehyde followed by a reductive ring closure to give the first branched 1,6-dideoxy-1,6-heptitol described. © 2008 Elsevier Ltd. All rights reserved. |
| spellingShingle | Otero, J Estevez, A Soengas, R Estevez, J Nash, R Fleet, G Estevez, R Studies on the transformation of nitrosugars into branched chain iminosugars. Part II: Synthesis of (3R,4R,5R,6S)-2,2-bis(hydroxymethyl)azepane-3,4,5,6-tetraol |
| title | Studies on the transformation of nitrosugars into branched chain iminosugars. Part II: Synthesis of (3R,4R,5R,6S)-2,2-bis(hydroxymethyl)azepane-3,4,5,6-tetraol |
| title_full | Studies on the transformation of nitrosugars into branched chain iminosugars. Part II: Synthesis of (3R,4R,5R,6S)-2,2-bis(hydroxymethyl)azepane-3,4,5,6-tetraol |
| title_fullStr | Studies on the transformation of nitrosugars into branched chain iminosugars. Part II: Synthesis of (3R,4R,5R,6S)-2,2-bis(hydroxymethyl)azepane-3,4,5,6-tetraol |
| title_full_unstemmed | Studies on the transformation of nitrosugars into branched chain iminosugars. Part II: Synthesis of (3R,4R,5R,6S)-2,2-bis(hydroxymethyl)azepane-3,4,5,6-tetraol |
| title_short | Studies on the transformation of nitrosugars into branched chain iminosugars. Part II: Synthesis of (3R,4R,5R,6S)-2,2-bis(hydroxymethyl)azepane-3,4,5,6-tetraol |
| title_sort | studies on the transformation of nitrosugars into branched chain iminosugars part ii synthesis of 3r 4r 5r 6s 2 2 bis hydroxymethyl azepane 3 4 5 6 tetraol |
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