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Chemoselective α,β‐Dehydrogenation of Saturated Amides
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Chemoselective α,β‐Dehydrogenation of Saturated Amides

Christopher Teskey, Pauline Adler, Carlos Gonçalves et Nuno Maulide
Angewandte Chemie International Edition, Vol.58(2), pp.447-451
08/01/2019
PMID: 30332524

Résumé

Chemical Sciences Organic chemistry
We report a method for the selective α,β‐dehydrogenation of amides in the presence of other carbonyl moieties under mild conditions. Our strategy relies on electrophilic activation coupled to in situ selective selenium‐mediated dehydrogenation. The α,β‐unsaturated products were obtained in moderate to excellent yields, and their synthetic versatility was demonstrated by a range of transformations. Mechanistic experiments suggest formation of an electrophilic Se IV species.

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