Carbon-branched delta-tetrahydrofuran sugar amino acids (SAAs) as dipeptide isostere scaffolds

The synthesis of the first branched sugar amino acid (SAA) scaffolds [methyl (3R,4R,5R)-5-azidomethyl-3,4-dihydroxy-tetrahydrofuran-3-carboxylate and methyl (3R,4R,5S)-5-azidomethyl-3,4-dihydroxy-tetrahydrofuran-3-carboxylate] by an efficient intramolecular displacement of a highly hindered neopenty...

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Main Authors: Simone, M, Edwards, A, Tranter, G, Fleet, G
Format: Journal article
Language:English
Published: 2008
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author Simone, M
Edwards, A
Tranter, G
Fleet, G
author_facet Simone, M
Edwards, A
Tranter, G
Fleet, G
author_sort Simone, M
collection OXFORD
description The synthesis of the first branched sugar amino acid (SAA) scaffolds [methyl (3R,4R,5R)-5-azidomethyl-3,4-dihydroxy-tetrahydrofuran-3-carboxylate and methyl (3R,4R,5S)-5-azidomethyl-3,4-dihydroxy-tetrahydrofuran-3-carboxylate] by an efficient intramolecular displacement of a highly hindered neopentyl triflate allows access to enantiopure THF derivatives which have carbon substituents. © 2008 Elsevier Ltd. All rights reserved.
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spelling oxford-uuid:b681bf9b-b468-45b2-a911-a6a5bae0e3c92022-03-27T04:41:24ZCarbon-branched delta-tetrahydrofuran sugar amino acids (SAAs) as dipeptide isostere scaffoldsJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:b681bf9b-b468-45b2-a911-a6a5bae0e3c9EnglishSymplectic Elements at Oxford2008Simone, MEdwards, ATranter, GFleet, GThe synthesis of the first branched sugar amino acid (SAA) scaffolds [methyl (3R,4R,5R)-5-azidomethyl-3,4-dihydroxy-tetrahydrofuran-3-carboxylate and methyl (3R,4R,5S)-5-azidomethyl-3,4-dihydroxy-tetrahydrofuran-3-carboxylate] by an efficient intramolecular displacement of a highly hindered neopentyl triflate allows access to enantiopure THF derivatives which have carbon substituents. © 2008 Elsevier Ltd. All rights reserved.
spellingShingle Simone, M
Edwards, A
Tranter, G
Fleet, G
Carbon-branched delta-tetrahydrofuran sugar amino acids (SAAs) as dipeptide isostere scaffolds
title Carbon-branched delta-tetrahydrofuran sugar amino acids (SAAs) as dipeptide isostere scaffolds
title_full Carbon-branched delta-tetrahydrofuran sugar amino acids (SAAs) as dipeptide isostere scaffolds
title_fullStr Carbon-branched delta-tetrahydrofuran sugar amino acids (SAAs) as dipeptide isostere scaffolds
title_full_unstemmed Carbon-branched delta-tetrahydrofuran sugar amino acids (SAAs) as dipeptide isostere scaffolds
title_short Carbon-branched delta-tetrahydrofuran sugar amino acids (SAAs) as dipeptide isostere scaffolds
title_sort carbon branched delta tetrahydrofuran sugar amino acids saas as dipeptide isostere scaffolds
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AT edwardsa carbonbrancheddeltatetrahydrofuransugaraminoacidssaasasdipeptideisosterescaffolds
AT tranterg carbonbrancheddeltatetrahydrofuransugaraminoacidssaasasdipeptideisosterescaffolds
AT fleetg carbonbrancheddeltatetrahydrofuransugaraminoacidssaasasdipeptideisosterescaffolds