The intramol. reductive cyclization of 4-nitro ketone with TiCl4-Zn reagent affords pyrrolines. Under the same condition, the reduction of 4-nitro-1,7-alkadione surprisingly gives in good yield the substituted 8-azabicyclo[3.2.1]octane, which has a skeleton of tropine alkaloid, therefore, this reaction provides a novel route to the tropine derivatives Thus, pyrroline I and azabicyclooctane II were prepared in 73.3 and 84.0% yield from BzCH2CH(Ph)CH2NO2 and (BzCH2CHPh)2CH2NO2, resp.

Key words: AZABICYCLOOCTANE, TITANIUM TETRACHLORIDE, BELLADONNA ALKALOIDS, NITROKETONE, PYRROLINE (=DIHYDROPYRROLE)