Treatment of dihydrocodenione (thio)semicarbazones 1a-d with Ac2O/ZnCl
2 afforded S)-spiro[morphinan-6,2'(3'H)-[1,3,4]oxadiazolines] (2a, b)
and )-spiro[morphinan-6,2'(3'H)-[1,3,4]thiadiazolines] (3a, b), respec
tively. The structure of the products including the configuration of t
he spiro carbons was determined by H-1- and C-13-NMR measurements.