Synfacts 2019; 15(09): 1073
DOI: 10.1055/s-0039-1690510
Peptide Chemistry
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Cyclic Peptides by the Peptide Claisen Rearrangement

Hisashi Yamamoto
Manthena Chaithanya
Kazmaier U. * Maier S. Universität Heidelberg, Germany
Application of the Peptide Claisen Rearrangement toward the Synthesis of Cyclic Peptides.

Org. Lett. 1999;
1: 1763-1766
Further Information

Publication History

Publication Date:
20 August 2019 (online)



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.



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.