title: New zinc(II)-based catalyst for asymmetric azomethine ylide cycloaddition reactions.
abstract: [reaction: see text] A new chiral aziridino alcohol ligand for zinc(II)-catalyzed azomethine ylide cycloadditions is described. In the presence of this catalyst, N-arylidene glycine methyl esters react with a variety of dipolarophiles to give substituted pyrrolidines in very good to excellent chemical yields and up to 95% ee. The absolute sense of asymmetric induction appears to be dipolarophile-dependent.
authors.affiliation: Department of Chemistry, Middle East Technical University, 06531 Ankara, Turkey. dogano@metu.edu.tr
authors.forename: Ozdemir
authors.initials: O
authors.lastname: Dogan
authors.forename: Hasan
authors.initials: H
authors.lastname: Koyuncu
authors.forename: Philip
authors.initials: P
authors.lastname: Garner
authors.forename: Adnan
authors.initials: A
authors.lastname: Bulut
authors.forename: Wiley J
authors.initials: WJ
authors.lastname: Youngs
authors.forename: Matthew
authors.initials: M
authors.lastname: Panzner
mesh_terms: D001388:Aziridines / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D005998:Glycine / Q000031:analogs & derivatives* / Q000737:chemistry; D008024:Ligands; D015394:Molecular Structure; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry; D015032:Zinc / Q000737:chemistry*
chemical_list: D001388:Aziridines; D008024:Ligands; D011759:Pyrrolidines; C035591:glycine methyl ester; D015032:Zinc; D005998:Glycine