A Synthetic Study towards the Marmycins and Analogues

作者:Caneque Tatiana*; Gomes Filipe; Trang Thi Mai; Blanchard Florent; Retailleau Pascal; Gallard Jean Francois; Maestri Giovanni; Malacria Max; Rodriguez Raphael
来源:Synthesis, 2017, 49(3): 587-592.
DOI:10.1055/s-0035-1562627

摘要

A methodological study towards the total synthesis of marmycin A/B is described exploiting a commercial anthraquinone molecule as model compound. The challenging synthetic pathway uncovers a copper-catalysed Ullmann cross-coupling to attach the sugar backbone by means of C-N bond formation and, finally, an intramolecular Friedel-Crafts C-C glycosylation to successfully afford the core structure of marmycin A. This methodology has been successfully applied to the genuine anthraquinone moiety leading to the natural product and simpler structural analogues.

  • 出版日期2017-2

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