This manuscript describes the first total syntheses of divergolides Eand H. The route employs atelescoped hetero-Diels-Alder and oxidative carbon-hydrogen bond cleavage as an entry into the central bridged bicyclic acetal unit. Additional key steps of the highly convergent route include ad esymmetrizing epoxidation, ac helation-controlled alkenylzinc addition, an amide formation between ah indered aniline and an acylating agent that is prone to ketene formation, and ac hallenging macrolactonization.
This manuscript describes the first total syntheses of divergolides E and H. The route employs a telescoped hetero‐Diels–Alder and oxidative carbon–hydrogen bond cleavage as an entry into the central bridged bicyclic acetal unit. Additional key steps of the highly convergent route include a desymmetrizing epoxidation, a chelation‐controlled alkenylzinc addition, an amide formation between a hindered aniline and an acylating agent that is prone to ketene formation, and a challenging macrolactonization.
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