Design and Synthesis of Proline-based NHC & Phosphine Bidentate Ligands and Their Applications in Asymmetrical Catalysis, Diastereoselective Synthesis of 1,3-disubstituted Isoindolines & Sultams via Brønsted Acid Catalysis

Proline-based chiral NHC-oxazoline, NHC-phosphine, phosphine-sulfoxide and chiral NHC-pyridine bidentate ligands were designed and synthesized in Chapters 1 & 2. These ligands were complexed with Rh and Pd and utilized as catalysts for various reactions. A wide range of reactivities and selectivities were obtained. The Brønsted acid (Tf2NH) catalyzed intramolecular hydroamidation of terminal alkynes was described in Chapter 3. The combination of Et3SiH and Tf2NH provide cis-disubstituted isoindolines and sultams in high yield and high diastereoselectivity.