The cis-fused hexahydroxanthene system can be obtained through a cascade cyclization initiated by Lewis acid-mediated epoxide opening and terminated by reaction with a MOM-protected phenol. Only a single diastereomer of the product was obtained with stereochemistry verified by diffraction analysis. This demonstrates the viability of this approach to natural products containing the cis-fused hexahydroxanthene skeleton, and supports preparation of more complex targets through a similar strategy.
Bibliographical noteFunding Information:
Financial support in the form of a Shriner Fellowship (to J.J.T.) and from the Roy J. Carver Charitable Trust is gratefully acknowledged.
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