Naturalproductman’s Blog

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Taiwaniaquinone Synthesis

Posted by naturalproductman on January 26, 2011

John Hartwig and co-workers at the University of Illinois have published in JACS on the total synthesis of taiwaniaquinone – the five membered ring was formed from a Friedel-Crafts reaction mediated by a Lewis acid (BF3 etherate).  The Corey-Chaykovsky epoxidation was interesting because they state that the ylide formed from the sulfoxonium reagent did not work but the sulfonium reagent worked.

taiwaniaquinone

JACS paper

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