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.
Professor Andrew Whiting firstname.lastname@example.org
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.
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|
|Peer Reviewed||Peer Reviewed|
|Keywords||Amides, Amino acids, Peptides, Organocatalysis, Synethic methods.|
Accepted Journal Article
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.