Part 1. Medicinal applications of the click chemistry synthesis [1,2,3]-triazoles. Part 2. The potential of a chemical graph transformation system

In chapter 1, a new approach towards the preparation of derivatives of the antibiotic vancomycin is described. This chapter discusses the application of Sharpless' "click chemistry" copper (I) catalyzed ligation of azides and alkynes in the synthesis of a series of vancomycin derivatives, including the first examples of head-to-head heterodimers.; In chapter 2, we further explore potential medical applications of click chemistry through the development of an approach towards novel HIV protease inhibitors. In this chapter, the efficient synthesis of a 100-member library using the Cu(I) catalyzed ligation of azides and alkynes is discussed. Of significance is the fact that two novel inhibitors of HIV protease were identified. Furthermore, the scope of in situ click chemistry was expanded as a wild-type strain of HIV protease was used as a template for the 1,3-dipolar cycloaddition reaction.; In chapter 3, the potential of a chemical graph transformation system is discussed. Chemical reactions can be represented as graph transformations. Fundamental concepts that relate organic chemistry to graph rewriting, and an introduction to the SMILES chemical graph specification language are presented. (Abstract shortened by UMI.)...