Manganese‐Catalyzed C−H Alkynylation: Expedient Peptide Synthesis and Modification. (9th February 2017)

• Record Type: Journal Article
• Authors: Ruan, Zhixiong; Sauermann, Nicolas; Manoni, Elisabetta; Ackermann, Lutz
• Is Part Of: Angewandte Chemie. Volume 129:Number 12(2017)
• Page Start: 3220
• Page End: 3224
• Publication Date: 2017-02-09
• Subjects: Alkine -- C-H-Aktivierung -- Mangan -- Peptide -- Reaktionsmechanismen; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201611118
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: Manganese(I)‐catalyzed C−H alkynylations with organic halides occurred with unparalleled substrate scope, and thus enabled step‐economical C−H functionalizations with silyl, aryl, alkenyl, and alkyl haloalkynes. The versatility of the manganese(I) catalysis manifold enabled C−H couplings with haloalkynes featuring, among others, fluorescent labels, steroids, and amino acids, thereby setting the stage for peptide ligation as well as the efficient molecular assembly of acyclic and cyclic peptides. A plausible catalytic cycle was proposed.