title: N-(2-pyridylmethyl)imines as azomethine precursors in catalytic asymmetric [3 + 2] cycloadditions.
abstract: An efficient Cu(I)-catalyzed asymmetric [3 + 2] cycloaddition of N-(2-pyridylmethyl) imines has been developed. In the presence of a Cu(CH(3)CN)(4)PF(6)/bisoxazoline catalyst system, high levels of enantioselectivity (up to 97% ee) and moderate to high exo selectivity were achieved with a wide variety of substituted dipolarophiles, including maleimides, fumarates, fumarodinitrile, enones, and nitroalkenes. The reaction with unsymmetrically substituted dipolarophiles is completely regioselective.
authors.affiliation: Departamento de Química Orgánica, Facultad de Ciencias, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid, Spain.
authors.forename: Silvia
authors.initials: S
authors.lastname: Padilla
authors.forename: Rubén
authors.initials: R
authors.lastname: Tejero
authors.forename: Javier
authors.initials: J
authors.lastname: Adrio
authors.forename: Juan C
authors.initials: JC
authors.lastname: Carretero