title: Iron(II)-catalyzed intermolecular amino-oxygenation of olefins through the N-O bond cleavage of functionalized hydroxylamines.
abstract: 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.
authors.affiliation: Department of Chemistry, Georgia State University , 100 Piedmont Avenue SE, Atlanta, Georgia 30303, United States.
authors.forename: Deng-Fu
authors.initials: DF
authors.lastname: Lu
authors.forename: Cheng-Liang
authors.initials: CL
authors.lastname: Zhu
authors.forename: Zhen-Xin
authors.initials: ZX
authors.lastname: Jia
authors.forename: Hao
authors.initials: H
authors.lastname: Xu
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000586:Amination; D002384:Catalysis; D006898:Hydroxylamines / Q000737:chemistry*; D007501:Iron / Q000737:chemistry*; D016877:Oxidants / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D006898:Hydroxylamines; D016877:Oxidants; D007501:Iron