Acyloxylation of Cyclic Enones: Synthesis of Densely Oxygenated Guaianolides

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Acyloxylation of Cyclic Enones: Synthesis of Densely Oxygenated Guaianolides

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Title: Acyloxylation of Cyclic Enones: Synthesis of Densely Oxygenated Guaianolides
Author: Marín-Barrios, Rubén; García-Cabeza, Ana Leticia; Moreno-Dorado, F. Javier; Guerra, Francisco M.; Martínez Massanet, Guillermo
Departments: Química Orgánica
xmlui.dri2xhtml.METS-1.0.item-source: Journal of Organic Chemistry 2014, 79, 6501−6509
Abstract: The α′-acyloxylation of cyclic enones with linear carboxylic acids is described. The reaction is promoted by KMnO4 in the presence of a carboxylic acid and its corresponding carboxylic anhydride. The optimization of the reaction has been carried out using the statistical methodology known as design of experiments. The optimized reaction conditions have been evaluated in terms of substrate scope and compatibility with different functional groups. The methodology has been applied to the synthesis of densely oxygenated guaianes and guaianolides.
Handle: http://hdl.handle.net/10498/20367
Date: 2014-06

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