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Privileged structures are molecular scaffolds with versatile binding properties, such that a single scaffold is able to provide potent and selective ligands for a range of different biological targets through the simple manipulation of the functional groups. In addition, privileged structures typically exhibit good drug-like properties, which in turn leads to more drug-like compound libraries and leads. In this book the possibility to develop a versatile methodology for the syntheis of biologically relevant privileged scaffolds is deeply explored. The first part of the book is focused on the development of a multicomponent approach for the synthesis of Dihydropirans and Sugars. The second part of the book is focused on the synthesis and the biological evaluation, against HIV virus, of derivatives with a rhodaninc structure. Finally, the third part regards the attemps to synthesize the indenic privileged structure as a strategy to obtain the natural product Cyanosporoside.