During a recent total synthesis of (+)-aureol, a potential

Chapter 8, Problem 8.94

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During a recent total synthesis of (+)-aureol, a potential anticancer agent isolated from a marine sponge, the following Lewis acid catalyzed rearrangement was employed (Org. Lett. 2012, 14, 47104713). Provide a plausible mechanism for this biosynthetically inspired process (Hint: review Section 3.9) and make sure to include a rationale for the observed stereochemistry of the product. H OH OAc OAc BF3

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