Structural study of (±) alkyl 3-hydroxy-1-azabicyclo[2.2.2]octane-3-carboxylates

A series of α-hydroxyesters derived from (±) 3-hydroxy-1-azabicyclo[2.2.2]octane-3-carboxylic acid was synthesised and studied by IR and NMR spectroscopy. The combined use of ¹H- ¹H COSY and ¹H- ¹³C correlation spectra of these compounds helped in the unambiguous assignments of the bicyclic carbon and proton resonances. The crystal structure of ethyl (±) 3-hydroxy-1-azabicyclo[2.2.2]octane-3-carboxylate was determined by X-ray diffraction.