Grenning, Alexander J.Boyce, Jonathan H.Porco, John A.2018-01-252018-01-252014-08-20Alexander J Grenning, Jonathan H Boyce, John A Porco. 2014. "Rapid synthesis of polyprenylated acylphloroglucinol analogs via dearomative conjunctive allylic annulation.." J Am Chem Soc, Volume 136, Issue 33, pp. 11799 - 11804.1520-5126https://hdl.handle.net/2144/26435Polyprenylated acylphloroglucinols (PPAPs) are structurally complex natural products with promising biological activities. Herein, we present a biosynthesis-inspired, diversity-oriented synthesis approach for rapid construction of PPAP analogs via double decarboxylative allylation (DcA) of acylphloroglucinol scaffolds to access allyl-desoxyhumulones followed by dearomative conjunctive allylic alkylation (DCAA).11799 - 11804© 2014 American Chemical Society. This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html), which permits copying and redistribution of the article or any adaptations for non-commercial purposes.ChemistryPhloroglucinol derivativesRing distortionHyperforinNemorosoneEthersCancerAllylationAlkylationAllyl compoundsCrystallography, x-rayModels, molecularMolecular structurePhloroglucinolPolymersStereoisomerismArticle10.1021/ja5060302