@article{young_proulx_2022, title={On-resin C alpha-functionalization of N-arylglycinyl peptides with boronic acids}, volume={5}, ISSN={["1477-0539"]}, DOI={10.1039/d2ob00524g}, abstractNote={A late-stage α-C-H functionalization reaction of resin-bound, electron-rich N-aryl peptides with boronic acid nucleophiles under mild conditions is reported. We explore the impact of the N-arylglycinyl peptide structure on reactivity, and present a scope of the optimized reaction where both the peptide sequence and nature of boronic acid derivatives are varied.}, journal={ORGANIC & BIOMOLECULAR CHEMISTRY}, author={Young, Hailey A. and Proulx, Caroline}, year={2022}, month={May} } @article{young_guthrie_proulx_2020, title={N-Arylation of Amino Acid Esters to Expand Side Chain Diversity in Ketoxime Peptide Ligations}, volume={85}, ISSN={["1520-6904"]}, DOI={10.1021/acs.joc.9b02810}, abstractNote={Palladium-catalyzed N-arylations of amino acid tert-butyl esters using 4-bromo-N,N-dimethylaniline as a coupling partner are reported. The resulting N-aryl amino acid esters are suitable building blocks for the synthesis of electron-rich N-aryl peptides, which undergo oxidative couplings to aminooxy groups to afford ketoxime peptides under mild conditions. N-aryl amino acid tert-butyl esters possessing unnatural side chains were also accessed via glycine Schiff base alkylation, further increasing the scope of Cα-substitution in ketoxime peptides.}, number={3}, journal={JOURNAL OF ORGANIC CHEMISTRY}, author={Young, Hailey A. and Guthrie, Quibria A. E. and Proulx, Caroline}, year={2020}, month={Feb}, pages={1748–1755} } @article{guthrie_young_proulx_2019, title={Ketoxime peptide ligations: oxidative couplings of alkoxyamines to N-aryl peptides}, volume={10}, ISSN={["2041-6539"]}, DOI={10.1039/c9sc04028e}, abstractNote={Ketoxime peptides are readily accessible from oxidative couplings between N-aryl peptides and alkoxyamines under catalyst-free conditions.}, number={41}, journal={CHEMICAL SCIENCE}, author={Guthrie, Quibria A. E. and Young, Hailey A. and Proulx, Caroline}, year={2019}, month={Nov}, pages={9506–9512} }