(S)-MacMillan Imidazolidinone Catalyst

(2S,5S)-5-Benzyl-2-tert-butyl-3-methylimidazolidin-4-one
CAS Number
864237-25-4
PubChem
Molecular Formula
C13H23NO
Molecular Weight
209.33 g/mol
Chiral Catalysts Catalysts
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(S)-MacMillan imidazolidinone catalyst is the first-generation organocatalyst developed by David MacMillan, exploiting iminium ion activation to achieve highly enantioselective Diels-Alder, cyclopropanation, and Friedel-Crafts reactions.

Applications

  • Asymmetric Diels-Alder reactions
  • Enantioselective Friedel-Crafts alkylations
  • Asymmetric conjugate additions
  • Organocatalytic cyclopropanations

Specifications

Property Value
CAS 864237-25-4
Molecular Formula C13H23NO
Molecular Weight 209.33 g/mol
Purity >98%
Appearance White to off-white solid

Features

  • Highly selective iminium activation
  • Compatible with acid co-catalysts
  • Robust across broad substrate scope
  • Predictable stereochemical model

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