Total Synthesis of γ‑Indomycinone and Kidamycinone by Means of Two Regioselective Diels–Alder Reactions

An efficient access
for the synthesis of pluramycinones is described.
Total syntheses of racemic γ-indomycinone and kidamycinone were
achieved by means of two Diels–Alder reactions. A first Diels–Alder
condensation followed by a Stille cross-coupling is used for the elaboration
of the desired substituted dienes which will be involved in the second
pericyclic reaction with juglone to construct the tetracyclic core
of pluramycinones.