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Título : Hypervalent iodine-mediated oxygenative phenol dearomatization reactions
Autor : Pouységu, Laurent
Sylla, Tahiri
Garnier, Tony
Rojas, Luis B.
Charris, Jaime
Palabras clave : Hypervalent iodine
SIBX
Phenol dearomatization
Demethylation
Cyclohexadienones
Quinone monoketal
Quinol
Asymmetric synthesis
Fecha de publicación : 25-May-2010
Editorial : Tetrahedron
Resumen : Both l3- and l5-iodanes have proven to be useful reagents in the oxygenative dearomatization of phenols, and exploitations of their chemistry in the conception of both substrate- and reagent-controlled asymmetric variants of such a transformation of great value for natural product synthesis have shown evident signs of success. Moreover, the use of stabilized IBX (i.e., SIBX) in our methodology for O-demethylation of 2-methoxyphenols, which relies on the same key oxygenating dearomatization event, is reported here to be much more efficacious than that of IBX itself in the chemoselective one-step conversion of homovanillyl alcohol into hydroxytyrosol, and bergenin into norbergenin.
URI : http://saber.ucv.ve/123456789/307
ISSN : 0040-4020
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