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Synfacts 2019; 15(09): 1073
DOI: 10.1055/s-0039-1690510
DOI: 10.1055/s-0039-1690510
Peptide Chemistry
Synthesis of Cyclic Peptides by the Peptide Claisen Rearrangement
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
20. August 2019 (online)
Key words
allylic esters - Claisen rearrangement - ring-closing metathesis - allylation - cyclic peptidesSignificance
Cyclic peptides are highly interesting motifs from the pharmaceutical point of view because of their significant biological activities. The authors demonstrated the application of the peptide Claisen rearrangement in syntheses of cyclic peptides.
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Comment
Allylic peptides were synthesized by a tin chloride-mediated peptide Claisen rearrangement. Subsequent palladium-catalyzed N-allylation and ring-closing metathesis afforded the corresponding cyclic peptides.
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