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RESEARCH PRODUCT
ChemInform Abstract: Catalytic Enantioselective Conjugate Alkynylation of β-Aryl-β-trifluoromethyl Enones Constructing Propargylic All-Carbon Quaternary Stereogenic Centers.
Gonzalo BlayAmparo Sanz-marcoCarlos VilaJosé R. Pedrosubject
chemistry.chemical_compoundTrifluoromethylchemistryOrganocatalysisArylChiral ligandEnantioselective synthesisGeneral MedicineDiethylzincMedicinal chemistryStereocenterConjugatedescription
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.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2016-12-01 | ChemInform |