In this study, we present the first total synthesis of (-)-securingine G. Diverging from the proposed biosynthetic pathway, our approach involves the addition of nucleophilic pyridine anion species to the electrophilic menisdaurilide congener. Crucially, incorporating a weakly basic yet nucleophilic tri(2-pyridinyl)lanthanum complex proved essential to circumvent undesired base-mediated pathways during the key coupling reaction. Notably, we introduce -BuLa·5LiCl as a new exchange reagent, facilitating efficient halide/lanthanum exchange of (hetero)aryl halides.
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| http://dx.doi.org/10.1039/d4cc01075b | DOI Listing |
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