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...

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Hlavní autoři: Smith, M, Long, D, Martin, A, Campbell, N, Bleriot, Y, Fleet, G
Médium: Journal article
Jazyk:English
Vydáno: 1999
Popis
Shrnutí: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.