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Efficient Total Syntheses of (−)-Colombiasin A and (−)-Elisapterosin B: Application of the Cr-Catalyzed Asymmetric Quinone Diels–Alder Reaction


  • This work was supported by the NIH (GM-59316). We are grateful to Dr. R. Staples for carrying out the X-ray crystal structure analyses.


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A made-to-order asymmetric catalytic reaction was applied in the key quinone Diels–Alder step of the total syntheses of the title compounds (see scheme for the synthesis of colombiasin A). The reaction was highly regio- and diastereoselective.