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
Key words
allylic esters - Claisen rearrangement - ring-closing metathesis - allylation - cyclic
peptides
Significance
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.
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.
