6533b81ffe1ef96bd1277377
RESEARCH PRODUCT
Enantioselective synthesis of chiral oxazolines from unactivated ketones and isocyanoacetate esters by synergistic silver/organocatalysis
Carlos VilaGonzalo BlayJosé R. PedroPablo Martínez-pardoAmparo Sanz-marcoM. Carmen Muñozsubject
010405 organic chemistryMetals and AlloysEnantioselective synthesisGeneral Chemistry010402 general chemistry01 natural sciencesCombinatorial chemistryCatalysisCycloaddition0104 chemical sciencesSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialsStereocenterchemistry.chemical_compoundchemistryCatàlisiFISICA APLICADAOrganocatalysisMaterials ChemistryCeramics and CompositesLewis acids and basesBifunctionalQuímica orgànicadescription
[EN] A multicatalytic approach that combines a bifunctional Brønsted base¿squaramide organocatalyst and Ag+ as Lewis acid has been applied in the reaction of unactivated ketones with tert-butyl isocyanoacetate to give chiral oxazolines bearing a quaternary stereocenter. The formal [3+2] cycloaddition provided high yields of the corresponding cis-oxazolines with good diastereoselectivity and excellent enantioselectivity, being applied to aryl¿alkyl and alkyl¿alkyl ketones.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2018-01-01 |