title: Rapid synthesis of polyprenylated acylphloroglucinol analogs via dearomative conjunctive allylic annulation.
abstract: Polyprenylated 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).
authors: Department of Chemistry, Center for Chemical Methodology and Library Development (CMLD-BU), Boston University , 590 Commonwealth Ave., Boston, Massachusetts 02215, United States.
authors: Alexander J
authors: AJ
authors: Grenning
authors: Jonathan H
authors: JH
authors: Boyce
authors: John A
authors: JA
authors: Porco
mesh_terms: D000478:Alkylation; D000498:Allyl Compounds / Q000737:chemistry*; D018360:Crystallography, X-Ray; D008958:Models, Molecular; D015394:Molecular Structure; D010696:Phloroglucinol / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry; D011108:Polymers / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000498:Allyl Compounds; D011108:Polymers; D010696:Phloroglucinol