6533b855fe1ef96bd12b062e

RESEARCH PRODUCT

Microwave-assisted, highly enantioselective addition of diethylzinc to aromatic aldehydes catalyzed by chiral aminonaphthols

Reijo SillanpääFerenc FülöpIstván Szatmári

subject

ArylOrganic ChemistryEnantioselective synthesisDiethylzincMicrowave assistedCatalysisCatalysisInorganic ChemistryBenzaldehydechemistry.chemical_compoundchemistryMicrowave irradiationOrganic chemistryPhysical and Theoretical ChemistryEthylamine

description

Abstract New optically active aminonaphthols were obtained by condensation of 2-naphthol, benzaldehyde and ( R )-(+)-1-(1-naphthyl)ethylamine or ( R )-(+)-1-(2-naphthyl)ethylamine. Their N-methylated derivatives were also synthesized. The new aminonaphthols 2 , 4 , 5 and 7 were found to catalyze the enantioselective ethylation of aryl aldehydes to 1-aryl-1-propanols (up to 92% ee). The reactions were accelerated greatly by microwave irradiation.

yearjournalcountryeditionlanguage
2008-03-01Tetrahedron: Asymmetry
https://doi.org/10.1016/j.tetasy.2008.01.025