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  • RCM of Tripeptide Dienes Containing a Chiral VinylcyclopropaneMoiety: Impact of Different Ru-Based Catalysts on theStereochemical Integrity of the Macrocyclic Products
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  • Tripeptide dienes containing an (1R,2S)-vinyl aminocyclopropylcarboxylate residue were cyclizedto β-strand scaffolds under ring-closing metathesis (RCM). Conformational factors, ligand effects,and reaction conditions were evaluated. A protocol was developed for the efficient synthesis of 15-membered ring peptides in high diastereomeric purity. These peptides are key synthetic precursorsto antiviral agents that target the hepatitis C virus and represent the first class of clinically validatedpharmaceutical agents that are synthesized in large scale using RCM.
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