Md. Smith et al., Tetrahydrofuran alpha-azido esters: Precursors of anomeric alpha-amino acid monomers via radical bromination, SYNLETT, (7), 1999, pp. 1151-1153
A general route for the synthesis of tetrahydrofuran alpha-azido esters as
the equivalent of monomeric furanose anomeric alpha-amino acids is describe
d. Highly selective radical bromination of a range of suitably protected ca
rbohydrate C-glycosyl derivatives affords bromo-esters which undergo effici
ent displacement by azide to give anomeric alpha-amino acid derivatives.