30836-86-3Relevant articles and documents
Unexpected formation of 4,4-dimethyl-1,2-disubstituted-dicarbonyl cyclopentanes from ketone enolate anions and 1,3-diiodo-2,2-dimethylpropane
Barrionuevo, Cecilia A.,Schmidt, Luciana C.,Argüello, Juan E.
, p. 4550 - 4555 (2016/06/09)
Cyclic 1,4-dicarbonyl compounds can be easily obtained by mixing a solution of aryl methyl or alkyl methyl ketone enolate anions with 1,3-diiodo-2,2-dimethylpropane in DMSO. This represents the first example of dimerization of ketone enolate anions using a simple diiodoalkane as a reagent followed by subsequent double alkylation with bis-iodide yielding a cyclopentane adduct. This methodology allows the use of a simple potassium tert-butoxide as a base at room temperature for the formation of three C-C bonds resulting in a relatively complex five-membered ring diketone structure under transition-metal-free conditions.
Synthesis of substituted cyclopropanes from 1,3-diols through the corresponding cyclic sulfates
Guijarro, David,Yus, Miguel
, p. 11445 - 11456 (2007/10/02)
The reaction of different cyclic sulfates 2 (easily prepared from the corresponding 1,3-diols 1 following the Sharpless methodology) with an excess of lithium powder and a catalytic amount of DTBB (5 mol %) leads to the corresponding substituted cyclopropanes 3 through a γ-elimination process, the sulfate ion acting as leaving group.
