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Phenysilane and Silicon Tetraacetate: Versatile Promotors for Amide Synthesis

Abstract : 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 phenyl-triacyloxysilane. From this mechanistic study, silicon tetracetate was shown as an efficient amine acylating agent.
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Submitted on : Friday, October 9, 2020 - 9:55:15 AM
Last modification on : Tuesday, October 13, 2020 - 9:00:14 AM

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Eléonore Morisset, Aurélien Chardon, Jacques Rouden, Jerome Blanchet. Phenysilane and Silicon Tetraacetate: Versatile Promotors for Amide Synthesis. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2020, 2020 (3), pp.388-392. ⟨10.1002/ejoc.201901660⟩. ⟨hal-02962274⟩

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