Reaction of Ynamides with Iminoiodinane-Derived Nitrenes: Formation of Oxazolones and Polyfunctionalized Oxazolidinones
This article describes the reaction of ynamides with metallanitrenes generated in the presence of an iodine(III) oxidant. N-(Boc)-Ynamides are converted to oxazolones via a cyclization reaction. The reaction is mediated by a catalytic dirhodium-bound nitrene species that first behaves as a Lewis acid. The oxazolones can be converted in a one pot manner to functionalized oxazolidinones following a regio- and stereoselective oxyamination reaction with the same nitrene reagent generated in stoichiometric amounts.
Références
- Titre
- Reaction of Ynamides with Iminoiodinane-Derived Nitrenes: Formation of Oxazolones and Polyfunctionalized Oxazolidinones
- Type de publication
- Article de revue
- Année de publication
- 2017
- Auteurs
- Rey-Rodriguez, Romain, Grelier Gwendal, Habert Loïc, Retailleau Pascal, Darses Benjamin, Gillaizeau Isabelle, and Dauban Philippe
- Revue
- The Journal of Organic Chemistry
- Volume
- 82
- Pagination
- 11897–11902
Soumis le 2 octobre 2018