Manganese‐Catalyzed C−H Alkynylation: Expedient Peptide Synthesis and Modification

Zhixiong Ruan, Nicolas Sauermann, Elisabetta Manoni, Lutz Ackermann

Angewandte Chemie · 2017 · 107 citations · 76 references

Concepts

Abstract

Abstract Manganese(I)‐catalyzed C−H alkynylations with organic halides occurred with unparalleled substrate scope, and thus enabled step‐economical C−H functionalizations with silyl, aryl, alkenyl, and alkyl haloalkynes. The versatility of the manganese(I) catalysis manifold enabled C−H couplings with haloalkynes featuring, among others, fluorescent labels, steroids, and amino acids, thereby setting the stage for peptide ligation as well as the efficient molecular assembly of acyclic and cyclic peptides. A plausible catalytic cycle was proposed.

References

76