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IDPi Catalysis.

Lucas Schreyer1, Roberta Properzi1, Benjamin List1

  • 1Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470, Mülheim an der Ruhr, Germany.

Angewandte Chemie (International Ed. in English)
|March 7, 2019
PubMed
Summary
This summary is machine-generated.

New imidodiphosphorimidate (IDPi) Brønsted acids offer high acidity and confinement for challenging asymmetric catalysis. These catalysts enable transformations of olefins and aldolizations with unprecedented efficiency, even using small aldehydes.

Keywords:
ACDCBrønsted acidsLewis acidsenantioselective catalysisorganocatalysissilylium ions

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Area of Science:

  • Organic Chemistry
  • Catalysis Science

Background:

  • Asymmetric acid catalysis relies on high acidity and structural confinement.
  • Imidodiphosphorimidate (IDPi) Brønsted acids are novel catalysts combining these features.

Purpose of the Study:

  • To explore the catalytic capabilities of IDPi Brønsted acids in challenging organic transformations.
  • To demonstrate their efficacy as both Brønsted acid and Lewis acid precatalysts.

Main Methods:

  • Utilized IDPi Brønsted acids for asymmetric catalysis.
  • Investigated transformations involving challenging substrates like olefins and small aldehydes.

Main Results:

  • Achieved facile transformation of simple olefins.
  • Enabled aldolizations using ketones as acceptors with sub-ppm catalysis levels.
  • Demonstrated selective single addition of acetaldehyde enolates without polymerization.

Conclusions:

  • IDPi Brønsted acids are powerful tools for various asymmetric acid-catalyzed reactions.
  • These catalysts overcome limitations of previous systems, enabling new synthetic pathways.