Issue 31, 2022

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 mai 2022
First published
19 mai 2022

Org. Biomol. Chem., 2022,20, 6245-6249

Author version available

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

H. A. Young and C. Proulx, Org. Biomol. Chem., 2022, 20, 6245 DOI: 10.1039/D2OB00524G

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements