54211-14-2Relevant articles and documents
Nickel-catalyzed ring-opening hydroacylation of methylenecyclopropanes: Synthesis of γ,δ-unsaturated ketones from aldehydes
Taniguchi, Hiroki,Ohmura, Toshimichi,Suginome, Michinori
supporting information; scheme or table, p. 11298 - 11299 (2011/02/28)
(Chemical Equation Presented) A nickel-catalyzed intermolecular hydroacylation of methylenecyclopropanes (MCPs) has been developed. The reaction proceeds with stereospecific cleavage of the proximal C-C bond of the cyclopropane ring to give γ,δ-unsaturate
CARBOPALLADATION DES ALKYLIDENECYCLOPROPANES-I; CAPTURE INTERMOLECULAIRE DE L'ORGANOPALLADIQUE INTERMEDIAIRE
Fournet, Guy,Balme, Genevieve,Gore, Jacques
, p. 5809 - 5820 (2007/10/02)
The reaction of methylenecyclopropane and 1-cyclopropylidene pentane with iodobenzene or 2-bromopropene and a delocalized anion (issued from malonate or from a β-sulfonyl ester) in the presence of catalytic amounts of a palladium (0) complex leads to conj
SYNTHESIS AND THERMAL TRANSFORMATIONS OF BICYCLOALKENES CONTAINING A METHYLENECYCLOPROPANE FRAGMENT
Mil'vitskaya, E. M.,Pekhk, T. I.,Pereslegina, N. S.,Tarakanova, A. V.,Ivanov, A. V.
, p. 1573 - 1583 (2007/10/02)
The previously undescribed 8-methylenebicyclooct-2-ene (II) and 9-methylenebicyclonon-4-ene (IV) were synthesized by the dehydrohalogenation of 8-methyl-8-chlorobicyclooct-2-ene and 9-methyl-9-chlorobicyclonon-4-ene.It was established that the hydrocarbon (II) is thermally labile, whereas the hydrocarbon (IV) does not change right up to 300 deg C.The thermal transformations of the hydrocarbon (II) and its isomeric bicyclonona-1,6-diene (III) at 100 - 180 deg C were investigated.At 100 deg C a pseudoequilibrium is established between these hydrocarbons.The final and only products from the transformations of both hydrocarbons at 180 deg C are the previously unknown anti-Bredt hydrocarbon bicyclonona-2,7-diene (XXVIIIb) and 3-methylene-1,4-cyclooctadiene (XXV), formed in a ratio of 1 : 2.5.