112601-82-8Relevant academic research and scientific papers
Organoselenium-catalyzed baeyer-villiger oxidation of α,β-unsaturated ketones by hydrogen peroxide to access vinyl esters
Zhang, Xu,Ye, Jianqing,Yu, Lei,Shi, Xinkang,Zhang, Ming,Xu, Qing,Lautens, Mark
supporting information, p. 955 - 960 (2015/03/30)
By carefully screening the organoselenium pre-catalysts and optimizing the reaction conditions, simple dibenzyl diselenide was found to be the best pre-catalyst for Baeyer-Villiger oxidation of (E)-α,β-unsaturated ketones with the green oxidant hydrogen peroxide at room temperature. The organoselenium catalyst used in this reaction could be recycled and reused several times. This new method was suitable not only for methyl unsaturated ketones, but also for alkyl and aryl unsaturated ketones. Therefore, it provided a direct, mild, practical, highly functional group-tolerant process for the chemoselective preparation of the versatile (E)-vinyl esters from the readily available (E)-α,β-unsaturated ketones. A possible mechanism was also proposed to rationalize the activity of the organoselenium catalyst in the presence of hydrogen peroxide in this Baeyer-Villiger oxidation reaction.
Gold(I)-catalyzed double migration cascades toward (1E,3E)-dienes and naphthalenes
Dudnik, Alexander S.,Schwier, Todd,Gevorgyan, Vladimir
experimental part, p. 1859 - 1870 (2009/07/04)
A novel gold(I)-catalyzed cascade cycloisomerization of a variety of propargylic esters leading to unsymmetrically substituted naphthalenes has been developed. This domino process involves an unprecedented tandem sequence of 1,3- and 1,2-migrations of two
Gold(I)-catalyzed synthesis of (1E,3E)-dienes from propargylic esters
Dudnik, Alexander S.,Schwier, Todd,Gevorgyan, Vladimir
experimental part, p. 482 - 485 (2009/06/05)
A mild and stereoselective gold(I)-catalyzed domino transformation of propargylic esters leading to substituted (1E,3E)-dienes has been developed. This cascade process proceeds via a sequence of 1,3-acyloxy- or 1,3-phosphatyloxy migrations to form allenic
1-ACETOXY AND 1-SILYLOXY-1,3-DIENES VIA REDUCTIVE HOMOLOGATION OF α,β-UNSATURATED ESTERS
Kowalski, Conrad J.,Lal, G. Sankar
, p. 2463 - 2466 (2007/10/02)
α,β-Unsaturated esters (1) are stereospecifically converted in a one-pot preparation into 1-oxygenated-E,E-dienes (4).This reductive homologation proceeds via lithium hydride reduction of the ene ynolate anion (2) to the dienolate anion 3, affording 1-acetoxy- or 1-silyloxy-1,3-dienes in yields of about 45-55percent.
