Palladium-Catalyzed Intermolecular Alkene Carboacylation via Ester C–O Bond Activation

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2021-05-07
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Banovetz, Haley K.
Vickerman, Kevin L.
David, Colton M.
Alkan, Melisa
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American Chemical Society
Abstract
We report palladium-catalyzed intermolecular carboacylation of alkenes with ester electrophiles and tetraarylborate nucleophiles. Bicyclic alkenes react with a variety of pentafluorophenyl benzoate and alkanoate esters and sodium tetraarylborates to form ketone products in ≤99% yields. These reactions occur in the absence of a directing group and demonstrate esters are competent acyl electrophiles for intermolecular alkene carboacylation reactions.
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This is a manuscript of an article published as Banovetz, Haley K., Kevin L. Vickerman, Colton M. David, Melisa Alkan, and Levi M. Stanley. "Palladium-Catalyzed Intermolecular Alkene Carboacylation via Ester C–O Bond Activation." Organic Letters 23, no. 9 (2021): 3507-3512. DOI: 10.1021/acs.orglett.1c00940. Copyright 2021 American Chemical Society. Posted with permission.
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