Abstract
AbstractThe first total syntheses of asperchalasines A–E, a collection of unprecedented merocytochalasans, are reported. Aspochalasin B, a key tricyclic cytochalasan monomer, was first synthesized through a unified approach that hinges on a Diels–Alder reaction and a ring‐closing metathesis reaction. The bioinspired Diels–Alder reactions of aspochalasin B with different epicoccine precursors were then explored, which enabled the divergent access of the heterodimers asperchalasines B–E as well as related congeners. Furthermore, the heterotrimer asperchalasine A was obtained from one epicoccine unit and two aspochalasin B units through a biomimetic Diels–Alder reaction followed by an oxidative [5+2]‐cycloaddition.
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