Reactions of Alicyclic Epoxy Compounds with Nitrogen-Containing Nucleophiles

The review considers reactions of alicyclic epoxy compounds and their analogs with nitrogen-containing nucleophilic reagents, such as amines, azides, hydrazines, etc., biological aspects of these reactions, and properties of amino alcohols which are practically important organic products and synthons. Reaction mechanisms, including radical and radical ion reaction paths, the results of quantum-chemical studies, stereo- and regioselectivity aspects, and activation of epoxy substrates with achiral and chiral catalysts are discussed. The formation of nitrogen-containing heterocyclic systems via opening of the oxirane ring is described.