111183-83-6Relevant academic research and scientific papers
Expedient Synthesis of 1,5-Diketones by Rhodium-Catalyzed Hydroacylation Enabled by C-C Bond Cleavage
Guo, Rui,Zhang, Guozhu
supporting information, p. 12891 - 12894 (2017/09/26)
A rhodium-catalyzed intermolecular hydroacylation reaction of vinyl cyclobutanols with non-chelating aldehydes has been developed. This reaction offers a new and atom-economical approach for the selective preparation of 1,5-diketones in high yields. Experimental data suggest a sequential ring-opening, transfer hydrogenation, and hydroacylation mechanism. We propose that aldehyde decarbonylation is avoided by the formation of a novel rhodium enolate species that also accounts for the compatibility of a broad range of aldehydes and its anti-Markovnikov selectivity.
1,5-Dicarbonyl Compounds via Michael-Addition of Deprotonated Enamines and Allylamines to 2-(N-Methylanilino) acrylonitrile
Ahlbrecht, Hubertus,Dietz, Manfred,Weber, Lothar
, p. 251 - 254 (2007/10/02)
A new method for the synthesis of the title compounds by a onepot, three component, coupling reaction is described.Is consists of the reaction of a homoenolate anion and an enol cation equivalent with subsequent alkylation of an acyl-anion equivalent.Hence the methodology of Umpolung is used in a threefold manner within the reaction sequence.
