An Enantiospecific Synthesis of Jiadifenolide |
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| Authors: | David A Siler Jeffrey D Mighion Prof Erik J Sorensen |
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| Institution: | Frick Chemistry Laboratory, Department of Chemistry, Princeton University, Washington Road, Princeton, NJ 08544 (USA) http://www.princeton.edu/～ejsgroup/ |
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| Abstract: | A Robinson annulation, van Leusen homologation, and a desymmetrizing C? H oxidation enabled an enantiospecific synthesis of the neurotrophic natural product jiadifenolide. From a pulegone‐derived building block, a key propellane intermediate was constructed through the use of simple reagents in a highly diastereoselective fashion. A short series of oxidations of this tricylic framework allowed progression to the natural product. |
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| Keywords: | C H activation chiral pool natural products terpenoids total synthesis |
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