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  • Title: A one-pot multicomponent coupling/cyclization for natural product herbicide (±)-thaxtomin A.
    Author: Bourgault JP, Maddirala AR, Andreana PR.
    Journal: Org Biomol Chem; 2014 Nov 07; 12(41):8125-7. PubMed ID: 25058709.
    Abstract:
    Herbicide (±)-thaxtomin A has been synthesized in a one-pot process with a 32% isolated yield. A multicomponent coupling reaction was utilized to prepare in situ a dipeptide precursor which then sequentially underwent an alkaline mediated keto-amide cyclization to provide the target molecule. Adjustment of diastereoselectivity was achieved using microwave-induced irradiation. The approach incorporates atom economy and reaction efficiency and allows for facile library development.
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