Applications of Type II Anion Relay Chemistry (ARC) Part 1: Diversity-Oriented Synthesis of Polysubstituted Piperidine Analogues via Type II Arc, Part 2: A Highly Convergent Synthesis of (-)-Secu'amamine A Exploiting Type II Arc, Part 3: Facile Access To Diverse Carbobicyclic Systems via Type II Arc

In this dissertation, three successful applications of Type II Anion Relay Chemistry (ARC), a versatile multi-component union tactic, are described. Part 1: An effective, general protocol for the Diversity-Oriented Synthesis (DOS) of 2,4,6-trisubstituted piperidine congeners has been designed and validated. The successful strategy entails a modular approach to all possible stereoisomers of a selected piperidine scaffold, exploiting Type II Anion Relay Chemistry (ARC), followed in turn by intramolecular SN2 cyclization, chemoselective removal of the dithiane moieties and carbonyl reductions. Part 2: A highly convergent synthesis of (-)-secu'amamine A has been achieved by exploiting a highly efficient Type II Anion Relay Chemistry (ARC) tactic to provide the full carbon and nitrogen skeleton with requisite functionalities in a single-flask. Part 3: One-step access to diverse carbobicycles utilizing Type II ARC envolving Aldol-Brook Rearrangement-Cyclization Cascade reaction was proposed and validated.