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Title: Chemoselective and efficient carboxymethylation of the alcoholic chain of phenols by dimethyl carbonate (DMC).
Authors: Bernini, Roberta
Mincione, Enrico
Crisante, Fernanda
Barontini, Maurizio
Fabrizi, Giancarlo
Gentili, Patrizia
Keywords: Chemoselective carbomethoxylation;Dimethyl carbonate;Carboxymethylated hydroxytyrosol
Issue Date: 2007
Publisher: Elsevier Ltd
Source: Bernini, R. et al. 2007. Chemoselective and efficient carboxymethylation of the alcoholic chain of phenols by dimethyl carbonate (DMC). "Tetrahedron Letters" 48(39): 7000-7003.
The efficiency of dimethyl carbonate (DMC) as chemoselective carbomethoxylating agent of the alcoholic chain of phenols has been investigated. In the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) or sulfuric acid as catalysts. New carbomethoxylated phenolic compounds were obtained in quantitative yields. A new efficient derivatization of the aliphatic alcoholic chain of the precious natural hydroxytyrosol is described, which increases the lipophilicity of the hydroxytyrosol. The antioxidant activity of this new carboxymethylated hydroxytyrosol 8 has been investigated using DPPH radical scavenging test. The results showed that this new compound has an antioxidant activity similar to hydroxytyrosol.
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ISSN: 0040-4039
Appears in Collections:DABAC - Archivio della produzione scientifica

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