Synthetic analogs ofPeganum 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 depend on the presence and positions of substituents in the benzene ring. The quantumchemical calculations performed have confirmed the probable formation of reduced structures of the type ofo-aminobenzylpyrrolidine and the type of a macrocyclic diamine.Deceased.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, fax (371) 120 64 75. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 220–225, March–April, 1999.