Cis- and trans-3-Azido-Oxetan-2-Carboxylate Scaffolds: Hexamers of Oxetane cis-b-Amino Acids.
Author(s)
Barker, Sarah F.
Angus, Donald
Taillefumier, Claude
Probert, Michael R.
Watkin, David J.
Watterson, Mark P.
Claridge, Timothy D. W.
Hungerford, Natasha Lynn
Fleet, George W. J.
Griffith University Author(s)
Year published
2001
Metadata
Show full item recordAbstract
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.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.
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Journal Title
Tetrahedron Letters
Volume
42
Subject
Organic Chemical Synthesis
Medicinal and Biomolecular Chemistry
Organic Chemistry