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Modular total syntheses of mycolactone A/B and its [ 2 H]-isotopologue.
Organic & Biomolecular Chemistry 2017 September 21
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 the previously reported routes, this synthetic blueprint allows the late-stage modification of the toxin, as exemplified by the preparation of [22,22,22-2 H3 ]-mycolactone A/B.
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