Synthetic analogs of Peganum alkaloids VIII. A quantum-mechanical investigation of the reduction of deoxypeganine and its derivatives

The alkaloid deoxypeganine and some of its derivatives have been subjected to reduction with sodium tetrahydroborate and with the complex NaBH4. BF3. Et2O. It has been shown that the structures of the reduction products depen d on the presence and positions of substituents in the benzene ring. The qu antum-chemical calculations performed have confirmed the probable formation of reduced structures of the type of o-aminobenzylpyrrolidine and the type of a macrocyclic diamine.