Abstract
(Z)-Narceine imide (1) reacted with 1,2-epoxypropane to narceone imide (2) and with an excess of epoxide to N-(2-hydroxypropyl)narceone imide (3). Cyclization of3 in acidic media afforded two isomers of 8,14-dimethyl-11,12-methylenedioxy-3,4,10-trimethoxyindano[1′,2′:2,3]morpholino[3,4-a]isoindolin-5-ones16 and17 which differed in the spatial orientation of the C-8-CH3. Narceonic acid (18) cyclized into the isochroman-3-spiro-3′-phthalide derivative19.
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