98475-02-6Relevant articles and documents
The synthesis and stereospecific solid-state photodecarbonylation of hexasubstituted meso- and d,l-ketones
Shiraki, Saori,Natarajan, Arunkumar,Garcia-Garibay, Miguel A.
experimental part, p. 1480 - 1487 (2012/06/01)
Tertiary carbanions were trapped with half an equivalent of diphosgene to give meso- and d,l-hexasubstituted ketones in moderate yields and modest diastereoselectivities. The ketones were also synthesized by a step-wise synthesis in which the carbonyl group was first installed as an acid before activation and the second nucleophilic attack. This second method gave lower yields but similar diastereoselectivites. Steric limits of both methods were also determined. The photolysis of the resulting crystalline ketones gave a mixture of products in solution, but took place chemoselectively and diastereospecifically in the solid-state. The Royal Society of Chemistry and Owner Societies.
Thermal cleavage of the 3,4 bond in a cyclobutane-1,2-dione
Peterson,Carpenter
, p. 3219 - 3222 (2007/10/02)
Pyrolysis of trans-3,4-dimethyl-3,4-diphenylcyclobutane-1,2-dione results in an isomerization interpreted to involve formation of a dioxatetramethyleneethane biradical. This biradical would arise from a hitherto unprecedented 3,4 bond cleavage.
Oxidative Dimerization of Lithium-Enolates of Esters Promoted by Titanium Tetrachloride
Ojima, Iwao,Brandstadter, Stephan M.,Donovan, Robert J.
, p. 1591 - 1594 (2007/10/02)
Oxidative dimerization of lithium ester enolates is effectively promoted by TiCl4, which serves as a new and efficient synthetic method.Mechanistic study indicates that the reaction proceeds via a radical-like mechanism, but it is not a free radical process.