6533b831fe1ef96bd12985fc

RESEARCH PRODUCT

Highly enantioselective copper(I)-catalyzed conjugate addition of 1,3-diynes to a,b-unsaturated trifluoromethyl ketones

Gonzalo BlayAmparo Sanz-marcoM. Carmen MuñozJosé R. Pedro

subject

TrifluoromethylMetals and AlloysEnantioselective synthesischemistry.chemical_elementGeneral ChemistryMedicinal chemistryCopperCatalysisSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialsCatalysisStereocenterchemistry.chemical_compoundCatàlisichemistryReagentFISICA APLICADAMaterials ChemistryCeramics and CompositesOrganic chemistryQuímica orgànicaTriethylamineConjugate

description

[EN] The conjugate diynylation of a,b-unsaturated trifluoromethyl ketones is carried out in the presence of a low catalytic load (2.5 mol%) of a copper(I)–MeOBIPHEP complex, triethylamine and a terminal 1,3-diyne. Pre-metalation of the terminal 1,3-diyne with stoichiometric or higher amounts of dialkylzinc reagent is not required. The corresponding internal diynes bearing a propargylic stereogenic center are obtained with good yields and excellent enantioselectivities.

yearjournalcountryeditionlanguage
2015-05-02
10.1039/c5cc01676bhttps://doi.org/10.1039/c5cc01676b