4.6 Article

N,N-Diacylaminals as Emerging Tools in Synthesis: From Peptidomimetics to Asymmetric Catalysis

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 27, Issue 1, Pages 20-29

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202002637

Keywords

amino acids; asymmetric catalysis; hydrogen bonds; organocatalysis; synthetic reactions

Funding

  1. Basque Government [IT-236-19]
  2. Ministerio de Economia y Competitividad (MINECO) [PID2019-109633GB-C21]

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N,N-Diacylaminals are flexible molecular scaffolds commonly used as amide surrogates in peptidomimetics. Recently, their singularity as an N-acyl imine equivalent and hydrogen-bond donor has led to new synthetic opportunities, particularly in the field of asymmetric catalysis. This concept article highlights the diverse synthetic potential of N,N-Diacylaminals and provides the necessary elements for further developments.
N,N-Diacylaminals are flexible molecular scaffolds that have commonly been utilized as amide surrogates in peptidomimetics. The singularities of this motif as an N-acyl imine equivalent and as hydrogen-bond donor have recently opened new synthetic opportunities, especially in the field of asymmetric catalysis. This concept article highlights this diverse synthetic potential and provides the elements necessary for further developments.

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