Abstract
We have summarized diverse synthetic approaches for the modification of peptides by employing transition-metal-catalyzed reactions. These methods can deliver unusual peptides suitable for peptidomimetics. To this end, several popular reactions such as Diels–Alder, 1,3-dipolar cycloaddition, [2+2+2] cyclotrimerization, metathesis, Suzuki–Miyaura cross-coupling, and Negishi coupling have been used to assemble modified peptides by post-assembly chemical modification strategies.
1 Introduction
2 Synthesis of a Cyclic α-Amino Acid Derivative via a Ring-Closing Metathesis Protocol
3 Peptide Modification Using a Ring-Closing Metathesis Strategy
4 Peptide Modification via a [2+2+2] Cyclotrimerization Reaction
5 Peptide Modification by Using [2+2+2] Cyclotrimerization and Suzuki Coupling
6 Peptide Modification via a Suzuki–Miyaura Cross-Coupling
7 Peptide Modification via Cross-Enyne Metathesis and a Diels–Alder Reaction as Key Steps
8 Peptide Modification via 1,3-Dipolar Cycloaddition Reactions
9 Modified Peptides via Negishi Coupling
10 A Modified Dipeptide via Ethyl Isocyanoacetate
11 Conclusions
Key words
α-amino acids - cycloadditions - Diels–Alder reaction - metathesis - Negishi coupling - peptide modification - Suzuki coupling