6533b862fe1ef96bd12c62fd

RESEARCH PRODUCT

Organocatalytic Enantioselective Synthesis of α-Hydroxyketones through a Friedel−Crafts Reaction of Naphthols and Activated Phenols with Aryl- and Alkylglyoxal Hydrates

Carlos VilaGonzalo BlayJosé R. PedroM. Carmen MuñozLucia Quintero

subject

Intramolecular Cannizzaro reactionOne-pot synthesisAlkylation010402 general chemistry01 natural sciencesBiochemistryCatalysisReaccions químiqueschemistry.chemical_compound(R)-Alpha-Hydroxy ketonesCatàlisiCinchona alkaloidsHighly efficientStereoselective-SynthesisOrganic chemistryPhenolsPhysical and Theoretical ChemistryFriedel–Crafts reactionDynamic kinetic resolutionElectron-Rich phenols010405 organic chemistryArylOrganic ChemistryEnantioselective synthesisOne-Pot synthesis0104 chemical scienceschemistryThioureaCarbonyl-CompoundsFISICA APLICADAAsymmetric benzoin condensationQuímica orgànica

description

[EN] An efficient organocatalytic asymmetric synthesis of alpha-hydroxyketones has been developed. Quinine-derived thiourea catalyzed the enantioselective Friedel Crafts alkylation of naphthols and activated phenols with aryl- and alkylglyoxal hydrates, providing the corresponding chiral alpha-hydroxyketones with high yields (up to 97%) and excellent enantioselectivities (up to 99% ee).

yearjournalcountryeditionlanguage
2016-01-01
10.1021/acs.orglett.6b02893https://hdl.handle.net/10550/73734