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Updated: Apr 3, 2026

Constructing Cyclic Peptides Using an On-Tether Sulfonium Center
Published on: September 28, 2022
Postsynthetic modification of peptoids via the Suzuki-Miyaura cross-coupling reaction
Ho Yeon Nam1, Jiwon Seo1,2
1Department of Chemistry, Gwangju Institute of Science and Technology, Gwangju, 500-712, South Korea.
Abstract:
We developed a new method for modifying the side chains of peptoids on a solid phase resin, employing the palladium-catalyzed Suzuki-Miyaura cross-coupling reaction. Optimized conditions using Pd(PPh3 )4 and K2 CO3 in the presence of Buchwald's SPhos ligand provided a high conversion in the coupling reaction. The usefulness of this method was demonstrated by synthesis of a two pyrene-conjugated peptoid helix, which exhibited an interesting excimer formation.
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