title: A new copper-catalyzed [3 + 2] cycloaddition: enantioselective coupling of terminal alkynes with azomethine imines to generate five-membered nitrogen heterocycles.
abstract: A copper-catalyzed method for the regioselective 1,3-dipolar cycloaddition of azomethine imines to terminal alkynes has been developed. Through the use of a chiral phosphaferrocene-oxazoline ligand, a wide range of substrates can be coupled to generate useful heterocycles in very good enantiomeric excess.
authors.affiliation: Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
authors.forename: Ryo
authors.initials: R
authors.lastname: Shintani
authors.forename: Gregory C
authors.initials: GC
authors.lastname: Fu
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001391:Azo Compounds / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D006571:Heterocyclic Compounds / Q000138:chemical synthesis*; D007097:Imines / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D001391:Azo Compounds; D006571:Heterocyclic Compounds; D007097:Imines; D003300:Copper