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Azotides as Modular Peptide-Based Ligands for Asymmetric Lewis Acid Catalysis
Christian Borch Jacobsen1, Daniel Steen Nielsen1, Morten Meldal1
1Center for Evolutionary Chemical Biology, Department of Chemistry , University of Copenhagen , Universitetsparken 5 , 2100 Copenhagen , Denmark.
Abstract:
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.
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