On the Phenyliodine (III)??Bis (trifluoroacetate)??Mediated Olefin Amidohydroxylation Reaction

…, E Domínguez, R SanMartin, A Correa

Index: Tellitu, Imanol; Urrejola, Andrea; Serna, Sonia; Moreno, Isabel; Herrero, M. Teresa; Dominguez, Esther; SanMartin, Raul; Correa, Arkaitz European Journal of Organic Chemistry, 2007 , # 3 p. 437 - 444

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Citation Number: 21

Abstract

Abstract When appropriately substituted amides are treated with PIFA in a non-nucleophilic solvent like trifluoroethanol, a stable N-acylnitrenium ion is generated. If under such conditions a C= C double bond is present in the molecule, an intramolecular cyclization process takes place in an exo mode with additional generation of a hydroxy group at the terminal position of the original olefin moiety to render a series of pyrrolidine and ...