Tetrahydrofuran alpha-azido esters: Precursors of anomeric alpha-amino acid monomers via radical bromination

A general route for the synthesis of tetrahydrofuran α-azido esters as the equivalent of monomeric furanose anomeric α-amino acids is described. Highly selective radical bromination of a range of suitably protected carbohydrate C-glycosyl derivatives affords bromo-esters which undergo efficient disp...

Ful tanımlama

Detaylı Bibliyografya
Asıl Yazarlar: Smith, M, Long, D, Martin, A, Campbell, N, Bleriot, Y, Fleet, G
Materyal Türü: Journal article
Dil:English
Baskı/Yayın Bilgisi: 1999
_version_ 1826294385231265792
author Smith, M
Long, D
Martin, A
Campbell, N
Bleriot, Y
Fleet, G
author_facet Smith, M
Long, D
Martin, A
Campbell, N
Bleriot, Y
Fleet, G
author_sort Smith, M
collection OXFORD
description A general route for the synthesis of tetrahydrofuran α-azido esters as the equivalent of monomeric furanose anomeric α-amino acids is described. Highly selective radical bromination of a range of suitably protected carbohydrate C-glycosyl derivatives affords bromo-esters which undergo efficient displacement by azide to give anomeric α-amino acid derivatives.
first_indexed 2024-03-07T03:44:49Z
format Journal article
id oxford-uuid:bf1c3bcb-2b14-475d-ae29-1eaa3a05cb7c
institution University of Oxford
language English
last_indexed 2024-03-07T03:44:49Z
publishDate 1999
record_format dspace
spelling oxford-uuid:bf1c3bcb-2b14-475d-ae29-1eaa3a05cb7c2022-03-27T05:44:54ZTetrahydrofuran alpha-azido esters: Precursors of anomeric alpha-amino acid monomers via radical brominationJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:bf1c3bcb-2b14-475d-ae29-1eaa3a05cb7cEnglishSymplectic Elements at Oxford1999Smith, MLong, DMartin, ACampbell, NBleriot, YFleet, GA general route for the synthesis of tetrahydrofuran α-azido esters as the equivalent of monomeric furanose anomeric α-amino acids is described. Highly selective radical bromination of a range of suitably protected carbohydrate C-glycosyl derivatives affords bromo-esters which undergo efficient displacement by azide to give anomeric α-amino acid derivatives.
spellingShingle Smith, M
Long, D
Martin, A
Campbell, N
Bleriot, Y
Fleet, G
Tetrahydrofuran alpha-azido esters: Precursors of anomeric alpha-amino acid monomers via radical bromination
title Tetrahydrofuran alpha-azido esters: Precursors of anomeric alpha-amino acid monomers via radical bromination
title_full Tetrahydrofuran alpha-azido esters: Precursors of anomeric alpha-amino acid monomers via radical bromination
title_fullStr Tetrahydrofuran alpha-azido esters: Precursors of anomeric alpha-amino acid monomers via radical bromination
title_full_unstemmed Tetrahydrofuran alpha-azido esters: Precursors of anomeric alpha-amino acid monomers via radical bromination
title_short Tetrahydrofuran alpha-azido esters: Precursors of anomeric alpha-amino acid monomers via radical bromination
title_sort tetrahydrofuran alpha azido esters precursors of anomeric alpha amino acid monomers via radical bromination
work_keys_str_mv AT smithm tetrahydrofuranalphaazidoestersprecursorsofanomericalphaaminoacidmonomersviaradicalbromination
AT longd tetrahydrofuranalphaazidoestersprecursorsofanomericalphaaminoacidmonomersviaradicalbromination
AT martina tetrahydrofuranalphaazidoestersprecursorsofanomericalphaaminoacidmonomersviaradicalbromination
AT campbelln tetrahydrofuranalphaazidoestersprecursorsofanomericalphaaminoacidmonomersviaradicalbromination
AT blerioty tetrahydrofuranalphaazidoestersprecursorsofanomericalphaaminoacidmonomersviaradicalbromination
AT fleetg tetrahydrofuranalphaazidoestersprecursorsofanomericalphaaminoacidmonomersviaradicalbromination