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RESEARCH PRODUCT

Organocatalytic Oxidation of Secondary Alcohols Using 1,2-Di(1-naphthyl)-1,2-ethanediamine (NEDA)

Minna T. RäisänenPetri M. PihkoTimo RepoAfnan Al-hunaitiMarkku Leskelä

subject

010405 organic chemistryOrganic ChemistryAlcohol010402 general chemistry01 natural sciences0104 chemical sciences3. Good healthCatalysisKinetic resolutionchemistry.chemical_compoundEnantiopure drugchemistryDiamineAlcohol oxidationOrganic chemistryHigh activityPhysical and Theoretical Chemistry

description

Diamine, 1,2-di(1-naphthyl)-1,2-ethanediamine (NEDA), efficiently catalyzes the oxidation of alcohols by using TBHP as an oxidant. Notably, secondary benzyl alcohols are oxidized in almost quantitative yields, and the catalyst also displays high activity towards even hindered cycloaliphatic secondary alcohols. With enantiopure (R,R)-NEDA, oxidative kinetic resolution can be realized and depending on the alcohol ee up to 99 % are achieved.

yearjournalcountryeditionlanguage
2014-08-27European Journal of Organic Chemistry
https://doi.org/10.1002/ejoc.201402991