title: Catalytic Enantioselective Aza-Reformatsky Reaction with Cyclic Imines.
abstract: A catalytic highly enantioselective aza-Reformatsky reaction with cyclic aldimines and ketimines for the synthesis of chiral β-amino esters with good yields and excellent enantioselectivities is reported. A readily available diaryl prolinol is used as a chiral ligand, ZnMe2as a zinc source and ethyl iodoacetate as reagent in the presence of air atmosphere. The reaction with cyclic ketimines generates a quaternary stereocenter with excellent levels of enantioselectivity. Furthermore, five-membered N-sulfonyl ketimines were used as electrophiles with good enantiomeric excesses, under the optimized reaction conditions. Moreover, several chemical transformations were performed with the chiral β-amino esters.
authors: Departament de Química Orgànica, Facultat de Química, Universitat de València, Dr. Moliner 50, 46100, Burjassot, València, Spain.
authors: Lode
authors: L
authors: De Munck
authors: Departament de Química Orgànica, Facultat de Química, Universitat de València, Dr. Moliner 50, 46100, Burjassot, València, Spain.
authors: Carlos
authors: C
authors: Vila
authors: Departament de Física Aplicada, Universitat Politècnica de València, Camino de Vera s/n, 46022, València, Spain.
authors: M Carmen
authors: MC
authors: Muñoz
authors: Departament de Química Orgànica, Facultat de Química, Universitat de València, Dr. Moliner 50, 46100, Burjassot, València, Spain.
authors: José R
authors: http://orcid.org/0000-0002-6137-866X
authors: JR
authors: Pedro
keywords: Reformatsky reaction; asymmetric catalysis; cyclic ketimines; zinc; β-amino ester