Contemporary Organic Transformations Enabled by Novel Cationic Processes

• Main Author: Ayala, Caitlan Elizabeth
• Other Authors: Ragains, Justin
• Format: Others
• Language: en
• Published: LSU 2016
• Subjects: Chemistry
• Online Access: http://etd.lsu.edu/docs/available/etd-02262016-201516/

This dissertation focuses on the development of synthetic methodologies in organic synthesis in two different areas. Chapter 1 discusses the more recent examples of transforming alcohols to their corresponding alkyl chlorides. The first area of our groups research interest is the development of a mild chlorination method from unactivated alcohols, detailed in Chapter 2. Chapter 3 provides an insight into the history of oxyallyl cations, the basis of the second methodology development project in our laboratory. This chapter focuses on the traditional reactions that utilize these reactive intermediates, and it also showcases the concept of direct nucleophilic addition and the applications of the á-indole ketones. Chapters 4 through 7 detail the discovery and development of a novel method involving the use of protected oxyallyl cation intermediates. In these chapters, the reactivity of starting materials, nucleophilic additives, solvents, and catalysts are described in regards to the formation of a variety of distinctive small molecules.