Twitty JC,
Hong Y,
Garcia B,
Tsang S,
Liao J,
Schultz DM,
Hanisak J,
Zultanski SL,
Dion A,
*,
Kalyani D,
*,
Watson MP.
*
Merck & Co., Rahway and Kenilworth and University of Delaware, Newark, USA
Diversifying Amino Acids and Peptides via Deaminative Reductive Cross-Couplings Leveraging High-Throughput Experimentation.
J. Am. Chem. Soc. 2023;
145: 5684-5695
Key words
nickel catalysis - deamination - cross-coupling - unnatural peptides - amino acid pyridinium salts
Significance
Modification of peptides on the side chain of amino acid residues is very important in drug discovery and medicinal chemistry. The authors reported a deaminative reductive cross-coupling strategy to arylate the amino acid residues.
Comment
Various unnatural peptides are synthesized in moderate to good yields. The arylation of their side chains resulted efficiently from preformed amino acid pyridinium salts by using a nickel(II) catalyst.
