Azotides as Modular Peptide-Based Ligands for Asymmetric Lewis Acid Catalysis.

Christian Borch JacobsenDaniel Steen NielsenMorten Meldal Frederik Diness

Published in: The Journal of organic chemistry (2019)

Synthesis of azotides and evaluation of these as ligands for enantioselective Lewis acid catalysis is reported. The ligands were readily prepared from the chiral pool of amino acids and perform well in the cobalt(II)-catalyzed formation of asymmetric hetero Diels-Alder adducts. A rational for the observed enantioselectivity and conversion rate supported by computational calculations is provided.

Keyphrases

amino acid
molecular dynamics
density functional theory
molecular dynamics simulations
room temperature
solid state
ionic liquid