Chemoselective Peptide Cyclization by Traceless Staudinger Ligation

R. Kleineweischede, C.P.R. Hackenberger – 2008

Two birds with one stone! An intramolecular traceless Staudinger ligation was employed to synthesize cyclic peptides. The final amide bond formation was induced by deprotection of the azidopeptide phosphinothioesters. Treatment with trifluoroacetic acid (TFA) results in the simultaneous removal of the borane along with the protecting groups on the peptide side chains, and chemoselective amide bond cyclization ensues.

Titel
Chemoselective Peptide Cyclization by Traceless Staudinger Ligation
Verfasser
R. Kleineweischede, C.P.R. Hackenberger
Datum
2008
Kennung
10.1002/anie.200801514
Zitierweise
Angew. Chem. Int. Ed. 2008, 120, 6073-6077
Art
Text
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