Glycosylated Eumelanin Building Blocks by Thioglycosylation of 5, 6??Diacetoxyindole with an Expedient Selenium??Based Dynamic??Mixture Methodology

M Adinolfi, M d'Ischia, A Iadonisi…

Index: Adinolfi, Matteo; D'Ischia, Marco; Iadonisi, Alfonso; Leone, Loredana; Pezzella, Alessandro; Valerio, Silvia European Journal of Organic Chemistry, 2012 , # 23 p. 4333 - 4338

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Citation Number: 2

Abstract

Abstract A series of 3-thioglycosylated 5, 6-diacetoxyindole derivatives, which are important tools for eumelanin research and application, were prepared through a practical and efficient approach exploiting a dynamic mixture of thioglycoside agents. The strategy is feasible for installing both mono-and disaccharide units and relies on the facile in situ conversion of glycosyl disulfides into the corresponding, more reactive, phenylselenenyl ...