Functionalization of aromatic amino acids via direct C-H activation: generation of versatile building blocks for accessing novel peptide space.
Functionalized alpha-amino acid building blocks have been prepared in good yield with high regiocontrol and preservation of stereochemistry via iridium-catalyzed borylation of suitably protected aromatic alpha-amino acid derivatives. The utility of these systems in peptide couplings and Suzuki reactions has been demonstrated.
Meyer
Falco-Magnus
FM
Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
Liras
Spiros
S
Guzman-Perez
Angel
A
Perreault
Christian
C
Bian
Jianwei
J
James
Keith
K
D024322:Amino Acids, Aromatic / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D007495:Iridium / Q000737:chemistry; D015394:Molecular Structure; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D024322:Amino Acids, Aromatic; D010455:Peptides; D007495:Iridium