S. Liu
Direct Amidation of Amino Acid Derivatives Catalyzed by Arylboronic Acids: Applications in Dipeptide Synthesis
Liu, S.; Yang, Y.; Liu, X.; Ferdousi, F.K.; Batsanov, A.S.; Whiting, A.
Authors
Y. Yang
X. Liu
F.K. Ferdousi
A.S. Batsanov
Andrew Whiting andy.whiting@durham.ac.uk
Emeritus Professor
Abstract
The direct amidation of amino acid derivatives catalyzed by arylboronic acids has been examined. The reaction was generally slow relative to simple amine-carboxylic acid combinations though proceeded at 65–68 °C generally avoiding racemization. 3,4,5-Trifluorophenylboronic and o-nitrophenylboronic acids were found to be the best catalysts, though for slower dipeptide formations, high catalyst loadings were required and an interesting synergistic catalytic effect between two arylboronic acids was discovered.
Citation
Liu, S., Yang, Y., Liu, X., Ferdousi, F., Batsanov, A., & Whiting, A. (2013). Direct Amidation of Amino Acid Derivatives Catalyzed by Arylboronic Acids: Applications in Dipeptide Synthesis. European Journal of Organic Chemistry, 2013(25), 5692-5700. https://doi.org/10.1002/ejoc.201300560
Journal Article Type | Article |
---|---|
Publication Date | Sep 1, 2013 |
Deposit Date | Nov 22, 2013 |
Publicly Available Date | May 22, 2014 |
Journal | European Journal of Organic Chemistry |
Print ISSN | 1434-193X |
Electronic ISSN | 1099-0690 |
Publisher | Wiley |
Peer Reviewed | Peer Reviewed |
Volume | 2013 |
Issue | 25 |
Pages | 5692-5700 |
DOI | https://doi.org/10.1002/ejoc.201300560 |
Keywords | Amides, Amino acids, Peptides, Organocatalysis, Synethic methods. |
Public URL | https://durham-repository.worktribe.com/output/1444254 |
Files
Accepted Journal Article
(544 Kb)
PDF
Copyright Statement
This is the peer reviewed version of the following article: Liu, S., Yang, Y., Liu, X., Ferdousi, F. K., Batsanov, A. S. and Whiting, A. (2013), Direct Amidation of Amino Acid Derivatives Catalyzed by Arylboronic Acids: Applications in Dipeptide Synthesis. European Journal of Organic Chemistry, 2013 (25): 5692-5700, which has been published in final form at http://dx.doi.org/10.1002/ejoc.201300560. This article may be used for non-commercial purposes in accordance with Wiley-VCH Terms and Conditions for self-archiving.
You might also like
Downloadable Citations
About Durham Research Online (DRO)
Administrator e-mail: dro.admin@durham.ac.uk
This application uses the following open-source libraries:
SheetJS Community Edition
Apache License Version 2.0 (http://www.apache.org/licenses/)
PDF.js
Apache License Version 2.0 (http://www.apache.org/licenses/)
Font Awesome
SIL OFL 1.1 (http://scripts.sil.org/OFL)
MIT License (http://opensource.org/licenses/mit-license.html)
CC BY 3.0 ( http://creativecommons.org/licenses/by/3.0/)
Powered by Worktribe © 2025
Advanced Search