6533b835fe1ef96bd129f41c

RESEARCH PRODUCT

ChemInform Abstract: Organocatalytic Enantioselective Aza-Friedel-Crafts Reaction of 2-Naphthols with Benzoxathiazine 2,2-Dioxides.

Marc Montesinos-magranerCarlos VilaJosé R. PedroIsabel FernándezM. Carmen MuñozRuben CantonGonzalo Blay

subject

chemistry.chemical_compoundNucleophileChemistryOrganocatalysisEnantioselective synthesisOrganic chemistryGeneral MedicineSesamolFriedel–Crafts reactionBifunctional catalyst

description

An organocatalytic enantioselective aza-Friedel–Crafts addition of 2-naphthols to benzoxathiazine 2,2-dioxides is described using a quinine-derived bifunctional catalyst. The method allows the use of a wide range of aromatic compounds as nucleophiles, including 1-naphthol and sesamol, and benzoxathiazines 2,2-dioxides, expanding the existing state of the art enantioselective synthesis of aminomethylnaphthol derivatives.

https://doi.org/10.1002/chin.201549185