Synlett 2017; 28(14): 1663-1670
DOI: 10.1055/s-0036-1588860
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© Georg Thieme Verlag Stuttgart · New York

Ynamide: A New Coupling Reagent for Amide and Peptide Synthesis

Long Hu
Key Laboratory of Chemical Biology of Jiangxi Province, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nangchang, 330022, P. R. China   Email: zhaojf@jxnu.edu.cn
,
Junfeng Zhao*
Key Laboratory of Chemical Biology of Jiangxi Province, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nangchang, 330022, P. R. China   Email: zhaojf@jxnu.edu.cn
› Author Affiliations
This work was supported by National Science Foundation of China (21462023) and the Nature Science Foundation of Jiangxi Province (20143ACB20007, 20153BCB23018).
Further Information

Publication History

Received: 21 April 2017

Accepted after revision: 11 May 2017

Publication Date:
29 June 2017 (eFirst)

Abstract

The discovery and application of ynamide coupling reagents is highlighted with a brief summary of the development history of coupling reagents in amide and peptide synthesis. As novel coupling reagents, ynamides are not only effective for simple amide and dipeptide synthesis but also can be used for peptide fragment condensation. More importantly, no racemization was detected during the activation of α-chiral carboxylic acids by employing ynamide coupling reagents.

1 Introduction

2 Carbodiimide Coupling Reagents

3 Uronium/Guanidinium Salt Coupling Reagents

4 Phosphonium Salt Coupling Reagents

5 Ethoxyacetylene as a Coupling Reagent

6 Ynamine Coupling Reagents

7 Ynamide Coupling Reagents

8 Summary and Outlook

 
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