Conjugate‐Base‐Stabilized Brønsted Acids as Asymmetric Catalysts: Enantioselective Povarov Reactions with Secondary Aromatic Amines

2013105 citationsJournal Articlebronze Open Access

Authors

Chang Min · Rutgers, The State University of New Jersey

Nisha Mittal · Rutgers, The State University of New Jersey

Diana Sun · Rutgers, The State University of New Jersey

Daniel Seidel · Rutgers, The State University of New Jersey

Abstract

Caught in the act: A new concept for asymmetric Brønsted acid catalysis is presented. Compounds containing an acidic functionality in addition to an anion recognition site act as powerful conjugate-base-stabilized Brønsted acid catalysts. This strategy was applied to the first catalytic enantioselective three-component Povarov reaction of indoline and other secondary aromatic amines (see scheme; M.S.=molecular sieves).

Topics & Keywords

Asymmetric Synthesis and Catalysis Axial and Atropisomeric Chirality Synthesis Asymmetric Hydrogenation and Catalysis

Publication Details

Published in: Angewandte Chemie International Edition

Volume 52, Issue 52, pp. 14084-14088

DOI: 10.1002/anie.201308196

Field-Weighted Citation Impact: 5.95

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Conjugate‐Base‐Stabilized Brønsted Acids as Asymmetric Catalysts: Enantioselective Povarov Reactions with Secondary Aromatic Amines

Authors

Abstract

Topics & Keywords

Publication Details