Structural studies of cyclic β-amino ketons using computational and NMR methods

Corresponding author: Ryszard ŁAŹNY Ph.D., D.Sc., Professor, e-mail: [email protected] Introduction Stereochemical elucidation of bioactive natural products is of paramount importance for understanding their chemical and biological properties. Tropane alkaloids are a well-known and important class of natural products because of their pharmacological activities as anticholinergic agents. They are widely distributed in e.g. the Solanaceae, Convolvulaceae and Phizophoraceae plant families [1]. These alkaloids include a wide range of derivatives, having common 8-methyl-8-azabicyclo-[3.2.1]octane scaffold as the key structural element [1]. Tropinone 8-methyl-8-azabicyclo-[3.2.1]octan-3-one has been chosen as a representative molecule for the study since it is the crucial compound for the synthesis of larger alkaloids, e.g. atropine, cocaine (Scheme 1) [2].