19019-49-9Relevant articles and documents
Acyloxylation of cyclic enones: Synthesis of densely oxygenated guaianolides
Marín-Barrios, Rubén,García-Cabeza, Ana Leticia,Moreno-Dorado, F. Javier,Guerra, Francisco M.,Massanet, Guillermo M.
, p. 6501 - 6509 (2014/08/05)
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.
Reinvestigation of the synthetic and mechanistic aspects of Mn(III) acetate mediated oxidation of enones
Demir, Ayhan S.,Reis, ?mer,Igdir, A. Cigdem
, p. 3427 - 3432 (2007/10/03)
Mn(OAc)3 mediated α′-acetoxylation of α,β-unsaturated enones is reinvestigated from a synthetic and mechanistic point of view and an improved procedure based on the use of acetic acid as a co-solvent is presented. Excellent results were obtained for a variety of structurally diverse and synthetically important enones under the optimized conditions.
Cleavage of Unsaturated α-Ketols to ω-Oxo-α,β-unsaturated Acids
Floresca, Rey,Kurihara, Masaaki,Watt, David S.,Demir, Ayhan
, p. 2196 - 2200 (2007/10/02)
Sodium periodate is a better reagent than sodium bismutate, manganese dioxide, or lead tetraacetate for the cleavage of unsaturated α-ketols and affords ω-oxo-α,β-unsaturated acids in good yield.The combination of this cleavage reaction and a rhodium(I)-m