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Samarium Diiodide Catalyzed Radical Cascade Cyclizations that Construct Quaternary Stereocenters
Synlett ( IF 2 ) Pub Date : 2019-08-28 , DOI: 10.1055/s-0039-1690196
Huan-Ming Huang , Qiong He , David J. Procter

SmI2-catalyzed radical cascade cyclizations were used to generate complex carbocyclic products bearing quaternary stereocenters with high selectivity. Bicyclic scaffolds containing four contiguous stereocenters and one quaternary stereocenter were obtained in excellent yields (up to 99%) and with high diastereocontrol by using 5 mol% of SmI2 at ambient temperature in the absence of co-reductants or additives. Mechanistic studies support a radical relay mechanism.

中文翻译:

二碘化钐催化构建四元立体中心的自由基级联环化

SmI2 催化的自由基级联环化用于生成具有高选择性的四元立体中心的复杂碳环产物。在环境温度下,在没有共还原剂或添加剂的情况下,通过使用 5 mol% 的 SmI2,以优异的产率(高达 99%)和高非对映控制获得了含有四个连续立体中心和一个四元立体中心的双环支架。机理研究支持激进的中继机制。
更新日期:2019-08-28
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