期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 82, 期 22, 页码 11897-11902出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b01623
关键词
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资金
- French National Research Agency [ANR-11-IDEX-0003-02, ANR-11-LABX-0039, ANR-15-CE29-0014-01]
- Misnistere de l'Enseignment Superieur et de la Recherche
- Institut de Chimie des Substances Naturelles
- Agence Nationale de la Recherche (ANR) [ANR-15-CE29-0014, ANR-11-LABX-0039] Funding Source: Agence Nationale de la Recherche (ANR)
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.
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