6533b86dfe1ef96bd12ca183
RESEARCH PRODUCT
Water compatible gold(III)-catalysed synthesis of unsymmetrical ethers from alcohols.
Mercedes Medio-simónGisela ManchaGregorio AsensioAna Belen Cuencasubject
inorganic chemicalsorganic chemicalsOrganic ChemistryEtherHomogeneous catalysisGeneral ChemistryCarbocationCatalysisCatalysischemistry.chemical_compoundGold iiichemistryBenzyl alcoholOrganic chemistryheterocyclic compoundsLewis acids and basesTertiary alcoholsdescription
An efficient and broad-scoped method for the preparation of unsymmetrical ethers from alcohols catalysed by the simplest and least expensive gold catalyst, NaAuCl 4 , is described for the first time. The procedure enables the etherification of benzylic and tertiary alcohols with moderate to good yields under mild conditions with low catalyst loading. Symmetrical ethers, the usual side products in the etherification of alcohols, were not detected in this case. The formation of the racemic ether from a chiral benzyl alcohol suggests the intermediacy of a carbocation, which has not previously been postulated for gold-catalysed reactions involving alcohols.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2008-02-08 | Chemistry (Weinheim an der Bergstrasse, Germany) |