Phenylsilane was reevaluated as a useful coupling reagent for amide synthesis. At room temperature, a wide range of amides and peptides were obtained in good to excellent yields (up to 99%). For the first time, Weinreb amides synthesis mediated by a hydrosilane were also documented. Comparative experiments with various acetoxysilanes suggested the involvement of a phenyltriacyloxysilane. From this mechanistic study, silicon tetracetate was shown as an efficient amine acylating agent.
This short review highlights recent advances in amide reductions. The last two years have witnessed important developments with milestones reached in catalytic hydrogenations and hydrosilylations. While metal-catalyzed processes still focus tremendous efforts from the scientific community, methodologies based on the metal-free hydrosilylation of amides have definitively joined the competition.1 Introduction2 Recent Use of Stoichiometric Reducing Reagents3 Hydrogenations4 Hydrosilylations5 Conclusion and Outlook
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