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Journal Articles European Journal of Organic Chemistry Year : 2020

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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Dates and versions

hal-02962274 , version 1 (09-10-2020)

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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, 2020, 2020 (3), pp.388-392. ⟨10.1002/ejoc.201901660⟩. ⟨hal-02962274⟩
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