On-resin Cα-functionalization of N-arylglycinyl peptides with boronic acids

Abstract

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.

Graphical abstract: On-resin Cα-functionalization of N-arylglycinyl peptides with boronic acids

  • This article is part of the themed collection: New Talent

Supplementary files

Article information

Article type
Paper
Submitted
18 Mar 2022
Accepted
19 May 2022
First published
19 May 2022

Org. Biomol. Chem., 2022, Advance Article

On-resin Cα-functionalization of N-arylglycinyl peptides with boronic acids

H. A. Young and C. Proulx, Org. Biomol. Chem., 2022, Advance Article , DOI: 10.1039/D2OB00524G

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