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

✍ Scribed by Sarah F Barker; Donald Angus; Claude Taillefumier; Michael R Probert; David J Watkin; Mark P Watterson; Timothy D.W Claridge; Natasha L Hungerford; George W.J Fleet

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
127 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

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-b-amino acids into oligomers; the synthesis of a series of protected b-hexapeptides and the X-ray crystal structure of methyl 2,4-anhydro-6deoxy-5-O-benzyl-L-altronate are reported.

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