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Andrew D. Kosal, Erin E. Wilson and Prof. Dr. Brandon L. Ashfeld Phosphine-Based Redox Catalysis in the Direct Traceless Staudinger Ligation of Carboxylic Acids and Azides Angewandte Chemie International Edition 51

Version of Record online: 25 OCT 2012 | DOI: 10.1002/anie.201206533

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Redox catalysis: Aryl amides, imides, lactams, and dipeptides are obtained through a direct Staudinger ligation mediated by phosphine-based redox catalysis (see scheme). Mechanistic studies indicate the involvement of a phosphonium carboxylate intermediate that leads to a 1,3-acyl migration and thus results in C[BOND]N bond formation.

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