Acylsilanes in Transition-Metal-Catalyzed and Photochemical Reactions: Clarifying Product Formation
Liselle Atkin,
Hannah J. Ross,
Daniel L. Priebbenow
Abstract:Acylsilanes are able to react as nucleophilic carbene precursors, electrophiles, and directing groups in C−H functionalization. To date, some of the products reportedly formed during transition-metal-catalyzed and photochemical reactions involving acylsilanes have been incorrectly assigned. To provide clarity, we herein address these structural misassignments and detail the revised structures. New insights into the reactivity of acylsilanes were also afforded via the discovery that light-induced siloxy carbene… Show more
Carbenes are highly reactive intermediates central to various organic transformations, particularly within photochemistry. This study investigates siloxy carbenes generated from acyl silanes via a 1,2-silyl shift, focusing on their generation...
Carbenes are highly reactive intermediates central to various organic transformations, particularly within photochemistry. This study investigates siloxy carbenes generated from acyl silanes via a 1,2-silyl shift, focusing on their generation...
The visible-light irradiation of acylsilane tethered vinyl ketones promotes an intramolecular Stetter-type reaction via siloxycarbene intermediates. To exploit this unique mode of reactivity, we herein describe the innovative use of...
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