Synthesis of (+)-spirolaxine methyl ether |
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Authors: | Nannei Raffaella Dallavalle Sabrina Merlini Lucio Bava Adriana Nasini Gianluca |
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Affiliation: | Dipartimento di Scienze Molecolari Agroalimentari, Università di Milano, Via Celoria 2, 20133 Milano, Italy. |
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Abstract: | A short and efficient synthesis of (+)-spirolaxine methyl ether, a metabolite of the fungus Sporotrichum laxum with inhibitory activity against Helicobacter pylori, is described. The synthesis has been carried out by a Prins cyclization, to obtain the [6,5]-spiroketal system, and a Wadsworth-Emmons condensation, applied for the installation of the polymethylene chain on the phthalide moiety. |
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