Borinic acid catalysed peptide synthesisElectronic supplementary information (ESI) available. See DOI: 10.1039/c5cc06177f

The catalytic synthesis of peptides is a major challenge in the modern organic chemistry hindered by the well-established use of stoichiometric coupling reagents. Herein, we describe for the first time that borinic acid is able to catalyse this reaction under mild conditions with an improved activit...

Full description

Saved in:
Bibliographic Details
Main Authors: El Dine, Tharwat Mohy, Rouden, Jacques, Blanchet, Jérôme
Format: Article
Language:English
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The catalytic synthesis of peptides is a major challenge in the modern organic chemistry hindered by the well-established use of stoichiometric coupling reagents. Herein, we describe for the first time that borinic acid is able to catalyse this reaction under mild conditions with an improved activity compared to our recently developed thiophene-based boronic acid. This catalyst is particularly efficient for peptide bond synthesis affording dipeptides in good yields without detectable racemization. 2-Chlorophenylborinic acid is reported to catalyze dipeptide synthesis in the presence of molecular sieves with no racemization.
ISSN:1359-7345
1364-548X
DOI:10.1039/c5cc06177f