Saber UCV
Repositorio Institucional
Repositorio Institucional
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https://saber.ucv.ve/handle/10872/307
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| Title: | Hypervalent iodine-mediated oxygenative phenol dearomatization reactions |
| Authors: | Pouységu, Laurent Sylla, Tahiri Garnier, Tony Rojas, Luis B. Charris, Jaime |
| Keywords: | Hypervalent iodine SIBX Phenol dearomatization Demethylation Cyclohexadienones Quinone monoketal Quinol Asymmetric synthesis |
| Issue Date: | 25-May-2010 |
| Publisher: | Tetrahedron |
| Abstract: | 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://hdl.handle.net/10872/307 |
| ISSN: | 0040-4020 |
| Appears in Collections: | Artículos Publicados |
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