title: Iron-Catalyzed Diastereoselective Intramolecular Olefin Aminobromination with Bromide Ion.
abstract: A new iron-catalyzed diastereoselective aminobromination method is reported for both internal and terminal olefins (yield up to 90% and dr up to >20:1). In this transformation, a functionalized hydroxylamine and bromide ion were used as the nitrogen and bromine source, respectively. This method is compatible with a broad range of olefins and provides a convenient approach to synthetically valuable vicinal bromo primary amines. Our studies suggest that both the diastereoselectivity and enantioselectivity for the olefin aminobromination can be controlled by iron catalysts.
authors.affiliation: Department of Chemistry, Georgia State University, 100 Piedmont Avenue SE, Atlanta, GA 30303, USA.
authors.forename: Jun-Shan
authors.initials: JS
authors.lastname: Tian
authors.affiliation: Department of Chemistry, Georgia State University, 100 Piedmont Avenue SE, Atlanta, GA 30303, USA.
authors.forename: Cheng-Liang
authors.initials: CL
authors.lastname: Zhu
authors.affiliation: Department of Chemistry, Georgia State University, 100 Piedmont Avenue SE, Atlanta, GA 30303, USA.
authors.forename: Yun-Rong
authors.initials: YR
authors.lastname: Chen
authors.affiliation: Department of Chemistry, Georgia State University, 100 Piedmont Avenue SE, Atlanta, GA 30303, USA.
authors.forename: Hao
authors.initials: H
authors.lastname: Xu
keywords: alkenes; bromine; diastereoselectivity; iron; nitrogen