A stereoselective oxidative polycyclization process mediated by a hypervalent iodine reagent |
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Authors: | Desjardins Samuel Andrez Jean-Christophe Canesi Sylvain |
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Institution: | Laboratoire de Méthodologie et Synthèse de Produits Naturels, Université du Québec à Montréal, C.P. 8888, Succ. Centre-Ville, Montréal, H3C 3P8, Québec, Canada. |
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Abstract: | Activation of phenol derivatives with a hypervalent iodine reagent promotes the formation of bicyclic and tricyclic products via a cationic cyclization process. The method allows efficient one-step syntheses of scaffolds present in several natural products and occurs with total stereocontrol, governed by 1,3 allylic strain interactions and by the configuration of the side chain double bonds. |
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