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Allylation of Orthoquinones Towards Annulated Polycyclic Aromatic Systems
Mariusz Kędziorek (University of Warsaw), Liliana Dobrzańska B (Nicolaus Copernicus University)
Résumé : Promising results of an efficient and convenient strategy for the annulation of polycyclic aromatic compounds (PACs), employing orthoquinones as starting material and comprising allylation, pinacol rearrangement, ring-closing metathesis (RCM), and one-pot reduction followed by Wagner-Meerwein rearrangement, are presented. The strategy involves introducing triallylborane prepared in situ in the allylation step. Moreover, a novel expedient method for the preparation of 9,10-diallylphenanthrene was introduced.