Review
Asymmetric Ion-Pairing Catalysis
Dr. Katrien Brak,
Prof. Eric N. Jacobsen,
Dr. Katrien Brak
Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford St, Cambridge MA 02138 (USA)
Search for more papers by this authorCorresponding Author
Prof. Eric N. Jacobsen
Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford St, Cambridge MA 02138 (USA)
Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford St, Cambridge MA 02138 (USA)Search for more papers by this authorDr. Katrien Brak,
Prof. Eric N. Jacobsen,
Dr. Katrien Brak
Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford St, Cambridge MA 02138 (USA)
Search for more papers by this authorCorresponding Author
Prof. Eric N. Jacobsen
Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford St, Cambridge MA 02138 (USA)
Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford St, Cambridge MA 02138 (USA)Search for more papers by this authorGraphical Abstract
Framing the field, this review provides an overview of four ion-pairing strategies that have emerged for asymmetric catalysis of transformations proceeding through charged intermediates or reagents (see picture). Particular emphasis is placed on the mechanistic features that enable high asymmetric induction in these systems.
Abstract
Charged intermediates and reagents are ubiquitous in organic transformations. The interaction of these ionic species with chiral neutral, anionic, or cationic small molecules has emerged as a powerful strategy for catalytic, enantioselective synthesis. This review describes developments in the burgeoning field of asymmetric ion-pairing catalysis with an emphasis on the insights that have been gleaned into the structural and mechanistic features that contribute to high asymmetric induction.
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