Lu Deng-Fu, Zhu Cheng-Liang, Jia Zhen-Xin, Xu Hao
Department of Chemistry, Georgia State University , 100 Piedmont Avenue SE, Atlanta, Georgia 30303, United States.
J Am Chem Soc. 2014 Sep 24;136(38):13186-9. doi: 10.1021/ja508057u. Epub 2014 Sep 16.
An iron-catalyzed diastereoselective intermolecular olefin amino-oxygenation reaction is reported, which proceeds via an iron-nitrenoid generated by the N-O bond cleavage of a functionalized hydroxylamine. In this reaction, a bench-stable hydroxylamine derivative is used as the amination reagent and oxidant. This method tolerates a range of synthetically valuable substrates that have been all incompatible with existing amino-oxygenation methods. It can also provide amino alcohol derivatives with regio- and stereochemical arrays complementary to known amino-oxygenation methods.
报道了一种铁催化的非对映选择性分子间烯烃氨氧化反应，该反应通过官能化羟胺的N-O键裂解生成的铁氮宾中间体进行。在该反应中，一种易于保存的羟胺衍生物被用作胺化试剂和氧化剂。该方法适用于一系列具有合成价值的底物，这些底物与现有的氨氧化方法均不兼容。它还能提供区域和立体化学排列与已知氨氧化方法互补的氨基醇衍生物。
