377091-82-2Relevant articles and documents
Vinylation of Unprotected Phenols Using a Biocatalytic System
Busto, Eduardo,Simon, Robert C.,Kroutil, Wolfgang
supporting information, p. 10899 - 10902 (2015/09/15)
Readily available substituted phenols were coupled with pyruvate in buffer solution under atmospheric conditions to afford the corresponding para-vinylphenol derivatives while releasing only one molecule of CO2 and water as the by-products. This transformation was achieved by designing a biocatalytic system that combines three biocatalytic steps, namely the C-C coupling of phenol and pyruvate in the presence of ammonia, which leads to the corresponding tyrosine derivative, followed by deamination and decarboxylation. The biocatalytic transformation proceeded with high regioselectivity and afforded exclusively the desired para products. This method thus represents an environmentally friendly approach for the direct vinylation of readily available 2-, 3-, or 2,3-disubstituted phenols on preparative scale (0.5 mmol) that provides vinylphenols in high yields (65-83%).
Regioselective enzymatic β-carboxylation of para-hydroxy-styrene derivatives catalyzed by phenolic acid decarboxylases
Wuensch, Christiane,Pavkov-Keller, Tea,Steinkellner, Georg,Gross, Johannes,Fuchs, Michael,Hromic, Altijana,Lyskowski, Andrzej,Fauland, Kerstin,Gruber, Karl,Glueck, Silvia M.,Faber, Kurt
, p. 1909 - 1918 (2015/06/02)
Abstract We report on a 'green' method for the utilization of carbon dioxide as C1 unit for the regioselective synthesis of (E)-cinnamic acids via regioselective enzymatic carboxylation of para-hydroxystyrenes. Phenolic acid decarboxylases from bacterial sources catalyzed the β-carboxylation of para-hydroxystyrene derivatives with excellent regio- and (E/Z)-stereoselectivity by exclusively acting at the β-carbon atom of the C=C side chain to furnish the corresponding (E)-cinnamic acid derivatives in up to 40% conversion at the expense of bicarbonate as carbon dioxide source. Studies on the substrate scope of this strategy are presented and a catalytic mechanism is proposed based on molecular modelling studies supported by mutagenesis of amino acid residues in the active site.
NOVEL AMIDE DERIVATIVE AND SKIN WHITENING AGENT
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Page/Page column 11, (2012/02/14)
Provision of a novel compound having a melanin production suppressive activity and the like. A compound represented by the following formula (I) wherein the symbols are as defined in the description, or a salt thereof, and a whitening agent containing the