Palladium-catalyzed stereoselective domino arylation–acylation: an entry to chiral tetrahydrofluorenone scaffolds?
Chemical Communications Pub Date: 2021-06-02 DOI: 10.1039/D1CC02160E
Abstract
A palladium-catalyzed domino arylation-cyclization of biocatalytically derived cyclic 1,3-dienes is demonstrated. The reaction introduces a high degree of structural complexity in a single step, giving access to tricyclic tetrahydrofluorenones with full regio- and stereoselectivity. The transformation proceeds through a novel acylation-terminated Heck-type sequence, and quantum chemical calculations indicate that C–H activation is involved in the terminating acylation step.
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Journal Name:Chemical Communications
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CAS no.: 89640-58-4