4.6 Article

Synthesis of 1,2,3-Triazolium Ionic Liquid-Supported Chiral Imidazolidinones and Their Application in Asymmetric Alkylation Reaction

Journal

MOLECULES
Volume 24, Issue 18, Pages -

Publisher

MDPI
DOI: 10.3390/molecules24183349

Keywords

ionic liquid; 1,2,3-triazolium; chiral imidazolidinone; asymmetric alkylation; chiral auxiliaries

Funding

  1. National Research Foundation (NRF) - Korean government (MSIT)
  2. Bio & Medical Technology Development Program [NRF-2017M3A9F5029066]
  3. MRC Program [2018R1A5A2025286]

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New 1,2,3-triazolium ionic liquid-supported chiral imidazolidinones were developed. The feasibility of the ionic liquid-supported imidazolidinones as chiral auxiliaries was demonstrated in sequential propionylation-alkylation-cleavage reactions, which provided the chiral product with good to excellent chemical yields (up to 90%) and high selectivities (up to 94% ee). The progress of the reactions could be monitored by TLC and NMR, and the ionic liquid-supported chiral auxiliaries could be recovered by simple extraction.

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