Synthesis of 2-Substituted 8-Azabicyclo[3.2.1]octan-3-ones in Aqueous NaOH Solution of Low Concentration

In order to synthesize 2-substituted 8-azabicyclo[3.2.1]octan-3-one, we conducted research on the effect of aqueous NaOH concentration variations without catalysts such as lithium amide and LDA. The tropane class of alkaloids has continued to elicit the unabated interests among organic chemists because of their pharmacological significance, and a great deal of efforts has been focused on the stereochemical synthetic methodologies. Cocaine, a notorious member of this alkaloidal family, is found in erythroxylon coca, indigenous to the higher elevations of peru. The natives of this region, descendants of the Incas, still chew the coca leaf for its stimulatory properties. In particular, a series of tropans showed anticonvulsant activity against pentylenetetrazol-induced convulsions in mice and antiarrhythmic activity in rabbit previously treated with ouabain