Synthesis of Biaryl-Bridged Cyclic Peptides via Catalytic Oxidative Cross-Coupling Reactions
Correction(s) for this article
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Corrigendum: Synthesis of Biaryl-Bridged Cyclic Peptides via Catalytic Oxidative Cross-Coupling Reactions
- Volume 59Issue 35Angewandte Chemie International Edition
- pages: 14722-14722
- First Published online: August 17, 2020
Mor Ben-Lulu
Department of Chemistry, Ben-Gurion University of the Negev, Beer Sheva, 84105 Israel
These authors contributed equally to this work.
Search for more papers by this authorEden Gaster
Department of Chemistry, Ben-Gurion University of the Negev, Beer Sheva, 84105 Israel
These authors contributed equally to this work.
Search for more papers by this authorAnna Libman
Department of Chemistry, Ben-Gurion University of the Negev, Beer Sheva, 84105 Israel
Search for more papers by this authorCorresponding Author
Prof. Dr. Doron Pappo
Department of Chemistry, Ben-Gurion University of the Negev, Beer Sheva, 84105 Israel
Search for more papers by this authorMor Ben-Lulu
Department of Chemistry, Ben-Gurion University of the Negev, Beer Sheva, 84105 Israel
These authors contributed equally to this work.
Search for more papers by this authorEden Gaster
Department of Chemistry, Ben-Gurion University of the Negev, Beer Sheva, 84105 Israel
These authors contributed equally to this work.
Search for more papers by this authorAnna Libman
Department of Chemistry, Ben-Gurion University of the Negev, Beer Sheva, 84105 Israel
Search for more papers by this authorCorresponding Author
Prof. Dr. Doron Pappo
Department of Chemistry, Ben-Gurion University of the Negev, Beer Sheva, 84105 Israel
Search for more papers by this authorGraphical Abstract
An activating-group-assisted oxidative cross-coupling strategy for the assembly of biaryl-bridged cyclic peptides from natural amino acids was developed for the synthesis of arylomycin/G0775 and RP 66453 cyclic cores.
Abstract
Biaryl-bridged cyclic peptides comprise an intriguing class of structurally diverse natural products with significant biological activity. Especially noteworthy are the antibiotics arylomycin and its synthetic analogue G0775, which exhibits potent activity against Gram-negative bacteria. Herein, we present a simple, flexible, and reliable strategy based on activating-group-assisted catalytic oxidative coupling for assembling biaryl-bridged cyclic peptides from natural amino acids. The synthetic approach was utilized for preparing a number of natural and unnatural biaryl-bridged cyclic peptides, including arylomycin/G0775 and RP 66453 cyclic cores.
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