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A straightforward access to the C10–C20 skeleton of gymnodimine, incorporating a tetrahydrofuran fragment, is described. The elaboration of the THF moiety is based on a stereocontrolled Ueno–Stork cyclization. A Lewis-acid mediated allylation of the resulting acetal at C13 and a Horner–Wadsworth–Emmons olefination on the ketone at C17 complete the synthesis.

Graphical abstract: Synthesis of the gymnodimine tetrahydrofuran core through a Ueno–Stork radical cyclization

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