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br s) and 1.50-2.60 (9 H, m); electron impact mass spectrum, m/e 432 (M+).(±)-(14a)-4,5-Epoxy-3-methoxy-6,6-(ethylenedioxy)-10methylene-17-cyanomorphinan (52b). To a solution of the ketal 52a (112.0 mg, 0.26 mmol) in chloroform (5 mL) were added cyanogen bromide (41.0 mg, 0.39 mmol) and anhydrous K2C03 (380.0 mg, 2.75 mmol), and the resulting suspension was heated at reflux temperature for 7 h. The reaction mixture was diluted with chloroform, washed with water and brine, dried, and evaporated to give 52b (90.0 mg, 95%). Flash column chromatography (Si02, hexane-ethyl acetate, 1.5:1) afforded 52b (70.0 mg, 74%). An analytical sample was prepared: mp 214-215 °C dec (ethyl acetate/hexane); IR (CHC13) 4.55,6.17,6.67 µ ;

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