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Modular total syntheses of mycolactone A/B and its [ 2 H]- isotopologue

Abstract : A modular total synthesis of mycolactone A/B, the exotoxin produced by Mycobacterium ulcerans has been achieved through the orchestration of several Pd-catalyzed key steps. While this route leads to a mixture of the natural product and its C12 epimer (4:1 ratio), this was inconsequential from the biological activity standpoint. Compared to previously reported routes, this synthetic blueprint allows the late-stage modification of the toxin, as exemplified with the preparation of [22,22,22-2
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Submitted on : Monday, December 18, 2017 - 3:46:07 PM
Last modification on : Thursday, July 30, 2020 - 3:14:15 AM

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Sarah Saint-Auret, Hajer Abdelkafi, Didier Le Nouen, Laure Guenin-Macé, Caroline Demangel, et al.. Modular total syntheses of mycolactone A/B and its [ 2 H]- isotopologue. Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2017, 15, pp.7518-7522. ⟨10.1039/C7OB01943B⟩. ⟨pasteur-01666631⟩

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