Cis- and trans-3-Azido-oxetane-2-carboxylate scaffolds: hexamers of oxetane cis-beta-amino acids

Efficient synthesis of both cis- and trans-3-azido-oxetane-2-carboxylates relies upon efficient nucleophilic displacements of 3-O-triflates of oxetanes by trifluoroacetate and azide. Such structures are scaffolds for incorporation of oxetane-β-amino acids into oligomers; the synthesis of a series of...

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Detalhes bibliográficos
Principais autores: Barker, S, Angus, D, Taillefumier, C, Probert, MR, Watkin, D, Watterson, M, Claridge, T, Hungerford, N, Fleet, G
Formato: Journal article
Idioma:English
Publicado em: 2001
Descrição
Resumo:Efficient synthesis of both cis- and trans-3-azido-oxetane-2-carboxylates relies upon efficient nucleophilic displacements of 3-O-triflates of oxetanes by trifluoroacetate and azide. Such structures are scaffolds for incorporation of oxetane-β-amino acids into oligomers; the synthesis of a series of protected β-hexapeptides and the X-ray crystal structure of methyl 2,4-anhydro-6-deoxy-5-O-benzyl-L-altronate are reported. © 2001 Elsevier Science Ltd.