| This dissertation describes the development of new, practical and efficient synthetic methodologies for the expedited synthesis of functionally diverse heterocycles and peptidomimetics.; Chapter 1 offers a brief introduction to heterocycles and peptidomimetics, and presents the foundation of our methodology, a three-component process involving boronic acids. After an overview of boronic acids in synthesis, this Chapter gives a number of examples of the three-component process and its use by others.; Chapter 2 describes a novel approach to the construction of both benzodiazepin-3-ones and benzodiazepin-2-ones. The methodologies presented are fast, efficient, and experimentally convenient, while offering the ability to introduce a large amount of structural diversity in this biologically important class of compounds.; Chapter 3 presents a new extension of our three-component coupling reaction, with the use of an alpha-keto aldehyde as the carbonyl component. This Chapter details our work with these substrates, and demonstrates its application to the synthesis of structurally diverse alpha-amino ketones, 1,2,3,4-tetrahydropyrazines, and 2-hydroxymorpholines.; Chapter 4 details the facile synthesis and further manipulation of enantiopure amino alcohols and amino polyols. These synthetically valuable intermediates were exploited for their utility in the synthesis of a wide range of products, including alpha-amino aldehydes, oxazolidinones, and functionalized pyrrolidines. |
