Chiral Amine Synthesis (PDF)

Preface STEREOSELECTIVE SYNTHESIS OF ALPHA-BRANCHED AMINES BY NUCLEOPHILIC ADDITION OF UNSTABILIZED CARBANIONS TO IMINES Introduction Overview of the Methods for the Preparation of Imines Chiral Auxiliary-Based Approaches Catalytic Asymmetric Nucleophilic Addition to Achiral Imines Conclusion ASYMMETRIC METHODS FOR RADICAL ADDITION TO IMINO COMPOUNDS Background and Introduction Intermolecular Radical Addition Chiral N-Acylhydrazones Asymmetric Catalysis of Radical Addition Closing Remarks ENANTIOSELECTIVE SYNTHESIS OF AMINES BY CHIRAL BRONSTED ACID CATALYSTS Introduction Carbon-Carbon Bond Forming Reactions Carbon-Hydrogen Bond Forming Reactions Carbon-Heteroatom Bond Forming Reactions Conclusion REDUCTION OF IMINES WITH TRICHLOROSILANE CATALYZED BY CHIRAL LEWIS BASES Introduction Formamides as Lewis-Basic Organocatalysts in Hydrosilylation of Imines Other Amides as Organocatalysts in Hydrosilylation of Imines Sulfinamides as Organocatalysts in Hydrosilylation of Imines Supported Organocatalysts in Hydrosilylation of Imines Mechanistic Considerations Synthetic Applications Conclusions Typical Procedures for the Catalytic Hydrosilylation of Imines CATALYTIC, ENANTIOSELECTIVE; VINYLOGOUS MANNICH REACTIONS Introduction Vinylogous Mukaiyama-Mannich Reactions of Silyl Dienolates Direct Vinylogous Mannich Reactions of Unmodified Substrates Miscellaneous Conclusion CHIRAL AMINES FROM TRANSITION-METAL-MEDIATED HYDROGENATION AND TRANSFER HYDROGENATION Scope and Related Publications Chiral Amines with a Disubstituted Nitrogen Atom, HNR*R1 Chiral Amines with Trisubstituted Nitrogen, NR*R1R2 Conclusion ASYMMETRIC REDUCTIVE AMINATION Introduction Transition Metal-Mediated Homogenous Reductive Amination Enantioselective Organocatalytic Reductive Amination Diastereoselective Reductive Amination Conclusions ENANTIOSELECTIVE HYDROGENATION OF ENAMINES WITH MONODENTATE PHOSPHORUS LIGANDS Introduction Asymmetric Hydrogenation of Enamides Asymmetric Hydrogenation of N,N-Dialkyl Enamines

Tom Nugent gained his Ph.D. in Organic Chemistry in 1995 from Virginia Tech working with Professor Tomas Hudlicky. From 1996-1997, he completed his postdoctoral studies at the University of Liverpool (Great Britain) with Professor Stanley Roberts.
Over the next six years he worked as a process research chemist, first with Catalytica Fine Chemicals / DSM (Mountain View, California, 1998-2000) and then with Pharmacia/Pfizer Corporation (South San Francisco, California, 2001-2003). In 2004 he began his academic career at Jacobs University as Assistant Professor of Organic Chemistry.

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