title: Redox-neutral α,β-difunctionalization of cyclic amines.
abstract: In contrast to the continuously growing number of methods that allow for the efficient α-functionalization of amines, few strategies exist that enable the direct functionalization of amines in the β-position. A general redox-neutral strategy is outlined for amine β-functionalization and α,β-difunctionalization that utilizes enamines generated in situ. This concept is demonstrated in the context of preparing polycyclic N,O-acetals from simple 1-(aminomethyl)-β-naphthols and 2-(aminomethyl)-phenols.
authors.affiliation: Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, Piscataway, NJ 08854 (USA) http://seidel-group.com/
authors.forename: Weijie
authors.initials: W
authors.lastname: Chen
authors.forename: YoungKu
authors.initials: Y
authors.lastname: Kang
authors.forename: Richard G
authors.initials: RG
authors.lastname: Wilde
authors.forename: Daniel
authors.initials: D
authors.lastname: Seidel
mesh_terms: D000588:Amines / Q000737:chemistry*; D003500:Cyclization; D010084:Oxidation-Reduction
chemical_list: D000588:Amines
keywords: CH functionalization; azomethine ylides; enamines; heterocycles; redox neutrality