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RESEARCH PRODUCT
Asymmetric Tandem Reactions: New Strategies and Applications
Silvia Catalán-muñozPablo BarrioSantos Fusterosubject
chemistry.chemical_classificationAllylic rearrangementNucleophilic additionChemistryOrganic ChemistryBiochemistryMedicinal chemistryInorganic ChemistryCascade reactionNucleophileReagentIntramolecular forceOrganic chemistryStereoselectivityAlkyldescription
Abstract The application of allylic sulphoxides and, particularly, the chiral amine reagent tert-butanesulphinamide has been extended to three different tandem processes. The condensation of (R)-(+)-allyl p-tolyl sulphoxide, fluorinated nitriles and alkyl propiolates led to a new family of enantiomerically pure fluorine-containing 1,4- dihydropyridines. A diastereoselective nucleophilic addition of fluorinated nucleophiles onto (R)-(tert-butanesulphinyl) imines, followed by an intramolecular aza-Michael reaction gave rise to either fluorinated isoindolines or 3-substituted indanones in a stereoselective manner.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2013-04-01 | Phosphorus, Sulfur, and Silicon and the Related Elements |