title: Visible-Light Promoted Distereodivergent Intramolecular Oxyamidation of Alkenes.
abstract: 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 pKavalues of the electron sacrifices.
authors: Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang, 310058, P. R. China.
authors: Xiang
authors: X
authors: Ren
authors: Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang, 310058, P. R. China.
authors: Qihang
authors: Q
authors: Guo
authors: Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang, 310058, P. R. China.|College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, 325035, P. R. China.
authors: Jianhui
authors: J
authors: Chen
authors: Department of Applied Chemistry, Zhejiang Gongshang University, Hangzhou, Zhejiang, 310018, P. R. China.
authors: Hujun
authors: H
authors: Xie
authors: College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, 325035, P. R. China.
authors: Qing
authors: Q
authors: Xu
authors: Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang, 310058, P. R. China.
authors: Zhan
authors: http://orcid.org/0000-0002-3069-079X
authors: Z
authors: Lu
keywords: alkenes; aziridines; diastereodivergent; oxyamidation; visible light photocatalysis