Mild Cu-Catalyzed Oxidation of Benzylic Boronic Esters to Ketones

Autor:	Benjamin M. Partridge, James D Grayson
Rok vydání:	2019
Předmět:	chemistry.chemical_classification Ketone chemistry.chemical_element General Chemistry Peroxide Copper Catalysis Atmosphere chemistry.chemical_compound Transmetalation chemistry Polymer chemistry Boron
Zdroj:	ACS Catalysis. 9:4296-4301
ISSN:	2155-5435
DOI:	10.1021/acscatal.9b00992
Popis:	The oxidation of benzylic boronic esters directly to the ketone is reported. This mild Cu-catalyzed method uses an ambient atmosphere of air as the terminal oxidant and is notably chemoselective. Oxidation of the C-B bond occurs selectively, even in the presence of unprotected alcohols. Initial investigation suggests the reaction proceeds through an alkylboron to Cu transmetallation, peroxide formation, and rearrangement to give the carbonyl.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::b9139158c8987b095e3a6dfb3daa4375 https://doi.org/10.1021/acscatal.9b00992 Zobrazit plný text záznamu