Journal
CHEMICAL COMMUNICATIONS
Volume 57, Issue 53, Pages 6518-6521Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d1cc02160e
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A palladium-catalyzed domino arylation-cyclization of biocatalytically derived cyclic 1,3-dienes has been demonstrated, providing access to tricyclic tetrahydrofluorenones with full regio- and stereoselectivity in a single step. The transformation proceeds through a novel acylation-terminated Heck-type sequence, with quantum chemical calculations indicating the involvement of C-H activation in the terminating acylation step.
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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