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Cooperative Lewis acid/N-heterocyclic carbene catalysis

Chemical Science · 2011 · Vol. 3(1) · pp. 53–57
Daniel T. CohenKarl A. Scheidt

Abstract

Lewis acid activation with <i>N</i>-heterocyclic carbene (NHC) catalysis has presented new opportunities for enantioselective reaction development. Recent findings illustrate that Lewis acids can play an important role in homoenolate annulations by: enhancement of the reactivity, reversal of the diastereo- or regioselectivity, and activation of previously inactive electrophiles. Additionally, the incorporation of a Lewis acid into Brønsted base-catalyzed conjugate addition allowed for an increase in yields.

N-Heterocyclic Carbenes in Organic and Inorganic ChemistrySynthetic Organic Chemistry MethodsCatalytic Cross-Coupling ReactionsLewis acids and basesCarbeneElectrophileChemistryEnantioselective synthesisRegioselectivityCatalysisReactivity (psychology)Combinatorial chemistryConjugate

Funding

  • Northwestern University
  • National Institute of General Medical Sciences
Citations
465
FWCI
25.09
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References
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