Article
Hypervalent iodine-mediated oxygenative phenol dearomatization reactions
Autor
Pouységu, Laurent
Sylla, Tahiri
Garnier, Tony
Rojas, Luis B.
Charris, Jaime
Institución
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.