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Visible-Light Promoted Distereodivergent Intramolecular Oxyamidation of Alkenes

机译:可见光促进烯烃的双分子发散性分子内氧酰胺化

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摘要

The visible-light-promoted diastereodivergent intramolecular oxyamination of alkenes is described to construct oxazolindinones, pyrrolidinones and imidazolidones via mild generation of primary amidyl radicals from functionalized hydroxylamines. A unique phenomenon of highly diastereoselective ring-opening of aziridines controlled by electron sacrifices was observed. Highly diastereoselective amino alcohols derivatives were obtained efficiently through this protocol in gram scales. The mechanistic studies suggested the isolatable anti-aziridine intermediates were generated quickly from primary amidyl radicals and the diastereoselectivities were controlled by pK(a) values of the electron sacrifices.
机译:描述了可见光促进的烯烃的非对映异构分子内氧胺化反应,可通过温和地从官能化羟胺生成伯酰胺基来构建恶唑啉酮,吡咯烷酮和咪唑烷酮。观察到由电子牺牲控制的氮丙啶的高度非对映选择性开环的独特现象。通过该方案,以克为单位有效地获得了高度非对映选择性的氨基醇衍生物。机理研究表明,可分离的抗氮丙啶中间体是由伯酰胺基快速生成的,非对映选择性是由电子牺牲的pK(a)值控制的。

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