A general and efficient stereoselective synthesis of γ-azido-tetrahydrofuran carboxylic acids from glycals

An efficient, direct and general synthesis of enantiopure γ-azido-tetrahydrofuran carboxylic acid monomers (5–8) from commercially available glycals, suitable to design peptidomimetic oligomers with predisposed conformation, is described. The single crystal X-ray study of 8 showed that the compound crystallized in orthorhombic space group. The crystal-packing showed the presence of weak intermolecular C–H⋯O and aliphatic C–H⋯π interactions.