J. Li et al., STRUCTURE OF OXYBENZYL)-8-METHYL-8-AZABICYCLO[3.2.1]OCTAN-3-ONE, Acta crystallographica. Section C, Crystal structure communications, 49, 1993, pp. 1410-1412
The unambiguous structure of the title compound (which was formed in t
he reaction of the lithium enolate of tropinone with benzaldehyde) has
been determined to be the exo-anti diastereoisomer. The piperidine ri
ng adopts a flattened-chair conformation with the carbonyl group pushe
d-away from the ethylene bridge. There is an intermolecular hydrogen b
ond between the hydroxyl group and the N atom which replaces the intra
molecular O-H...N hydrogen bond indicated by solution NMR data.