51932-77-5Relevant academic research and scientific papers
Pd(II)-Catalyzed Enantioselective Desymmetrization of Polycyclic Cyclohexenediones: Conjugate Addition versus Oxidative Heck
Lamb, Claire J. C.,Vilela, Filipe,Lee, Ai-Lan
supporting information, p. 8689 - 8694 (2019/11/03)
Pd(II)-catalyzed desymmetrization of polycyclic cyclohexenediones has been achieved with high enantio- and diastereoselectivities. Up to five contiguous stereocenters are desymmetrized, while simultaneously, an additional stereocenter is created by the enantioselective conjugate addition. Surprisingly, the conjugate addition products dominate even under typical oxidative Heck conditions, and these observations may provide some insight into the competition between the two related reactions.
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.
Steric Effects in the Dimerization of 2,5-Dialkyl-3,4-Diphenylcyclopentadienones
Weiss, Hilton M.
, p. 439 - 443 (2007/10/02)
Some novel methyl- and ethyl-substituted dimers of 2,4-diphenylcyclopentadienones have been detected.Their enthalpies of dimerization have been determined and compared with values calculated by molecular mechanics.The steric demands of this dimerization have thus been clarified.
Synthesis of Some New Polynuclear Compounds by Cycloaddition Reaction
Samanta, S. R.,Mukherjee, A. K.
, p. 26 - 29 (2007/10/02)
A large number of 7,9-disubstituted derivatives (I) of cyclopentacenaphthylene-8(H)-one and 2,5-disubstituted derivatives (II) of 3,4-diphenylcyclopentadienone have been synthesized by condensing acenaphthaquinone and benzil separately with suitable 1,3-disubstituted propan-2-ones.The 3-(o- and p-methoxytolyl)cyclopentadienones (IX) have been synthesized by Friedel-Crafts reaction of appropriate methyl cresyl ethers and phenacyl chloride.These dienones have been subjected to Diels-Alder reaction with acenaphthylene and a new acetylenic dienophile (V) (whose synthesis is also described in this paper) to yield a large number of polynuclear aromatic compounds having fluoranthene and p-quaterphenyl nuclei, which have been finally characterised by elemental analyses, IR and PMR spectral data.
