119867-45-7Relevant academic research and scientific papers
Pericyclic reactions of cyclopentadienones with nonactivated olefins in phenolic solvents. Enhancement of the reactivity and periselectivity
Jikyo, Tamaki,Eto, Masashi,Harano, Kazunobu
, p. 6051 - 6066 (2007/10/03)
The solvent effect of phenols on the reactivity and periselectivity for the pericyclic reactions of cyclopentadienones with olefins involving conjugated medium-ring polyenes has been investigated. The use of phenols as a solvent accelerates tile reaction rates of cycloadditions of cyclopentadienones with nonactivated olefins. In the reaction of cycloheptatriene in p-chlorophenol, the exo [4+6]π cycloadduct was produced predominantly, in which a 15-fold increase of the reaction rate was observed as compared with that in benzene. The [3,3]-sigmatropy and decarbonylation of the primary cycloadducts were also accelerated by phenols. The possible role of phenols is discussed on the basis of kinetic and molecular orbital (MO) calculation data.
Pericyclic Reaction of Cyclopentadienones with Nonconjugated Dienes. Formation of Double Diels-Alder Adducts
Harano, Kazunobu,Uchida, Kazuya,Izuma, Mika,Aoki, Takashi,Eto, Masashi,Hisano, Takuzo
, p. 2312 - 2322 (2007/10/02)
Pericyclic reactions of 2,5-bis(methoxycarbonyl)-3,4-diphenylcyclopentadienone (Ia) with nonconjugated dienes (IIa-g) were investigated.The cyclopentadienone (Ia) reacted readily with IIa-g to give Π cycloadducts (IIIa-g) that lost carbon monoxide to
