Palchykov V. Oxygen- and nitrogen containing derivatives of bicyclo[2.2.1]hept-5-ene-endo,endo-2,3-dicarboxylic acid anhydride. Synthesis and properties

The objects is synthesis and chemical properties of new derivatives of the endic anhydride. The purpose of work - development of the methods of synthesis of new practically useful derivatives of the endic anhydride. Меthods - organic synthesis, IR-, UV- and NMR 1H spectroscopy, mass-spectrometry, GL, TL and column chromatography, X-ray and elementary analysis. Results - it was shown, that the reactions of various mono- and diamides epoxydations finish with formation of mixtures of products exo-2-hydroxy-5-oxo-4-oxatricyclo[4.2.1.03,7]nonane-endo-9-carboxylic acid and it salts with corresponding amines. Systematic investigation of the reactions of epoxyimides of norbornane row with sodium ethylate and lithium aluminum hydride allowing to offer the optimum terms for the synthesis of new N-substituted aza- and oxabrendanones, trans-dihydroxyimides, exo-2-hydroxy-6-aza-4-oxa-tetracyclo[5.2.1.13,5.08,9]undecanes and exo-2-hydroxy-6-aza-4-oxatetracyclo[5.2.1.13,5.08,9]undecane-7-ones. In the group of compounds with a sulfolane fragment the substances with a considerable analgesic and anticonvulsive activity are found. Area of application - organic chemistry.