title: Catalytic Enantioselective Conjugate Alkynylation of β-Aryl-β-trifluoromethyl Enones Constructing Propargylic All-Carbon Quaternary Stereogenic Centers.
abstract: The enantioselective conjugate alkynylation of β-aryl-β-trifluoromethyl enones has been carried out using terminal alkynes and diethylzinc in the presence of 3,3'-bis(perfluorophenyl)BINOL as the chiral ligand to give the corresponding ketones bearing a trifluoromethylated propargylic quaternary stereocenter with fair to good enantioselectivities. Enones bearing a bulky 2-naphthyl attached to the carbonyl group provided the best enantioselectivities. The synthetic applicability of the resulting products has been demonstrated with their iodocyclization to form 4H-pyrans.
authors.affiliation: Departament de Química Orgànica, Facultat de Química, Universitat de València , C/Dr. Moliner 50, E-46100 Burjassot, València, Spain.
authors.forename: Amparo
authors.initials: A
authors.lastname: Sanz-Marco
authors.affiliation: Departament de Química Orgànica, Facultat de Química, Universitat de València , C/Dr. Moliner 50, E-46100 Burjassot, València, Spain.
authors.forename: Gonzalo
authors.initials: G
authors.lastname: Blay
authors.affiliation: Departament de Química Orgànica, Facultat de Química, Universitat de València , C/Dr. Moliner 50, E-46100 Burjassot, València, Spain.
authors.forename: Carlos
authors.initials: C
authors.lastname: Vila
authors.affiliation: Departament de Química Orgànica, Facultat de Química, Universitat de València , C/Dr. Moliner 50, E-46100 Burjassot, València, Spain.
authors.forename: José R
authors.initials: JR
authors.lastname: Pedro