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• 104-87-0 4-methyl-benzaldehyde 
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• 3594-36-3 1,3-bis(p-methylphenyl)-1,3-propanedione 
• 1692-39-3 (1R,2S)-1,2-bis(4-methoxyphenyl)cyclopropane 

Relevant academic research and scientific papers

All at once arrangement of both oxygen atoms of dioxygen into aliphatic C(sp3)-C(sp3) bonds for hydroxyketone difunctionalization

Both β- and γ- hydroxyketone structures are important units in biologically active molecules, synthetic drugs and fine chemicals. Although there are some routes available for their manufacture from pre-functionalized groups on one or two matrix molecule(s), the approaches to simply and simultaneously deposit two oxygen atoms from dioxygen into two specific C(sp3) positions of pure saturated hydrocarbons have rarely succeeded because they are involved in the targeted activation of three inert C-H σ bonds all at once. Here, we show that a TiO2-CH3CN photocatalytic suspension system enables the insertion of dioxygen into one C(sp3)-C(sp3) bond of strained cycloparaffin derivatives, by which difunctionalized hydroxyketone products are obtained in a one-pot reaction. With the cleavage event to release strain as the directional driving force, as-designed photocatalytic reaction systems show 21 examples of β-hydroxyketone products with 31%–76% isolated yields for three-membered ring derivatives and 5 examples of γ-hydroxyketone products with 30%–63% isolated yields for four-membered ring substrates. 18O isotopic labeling experiments using 18O2, Ti18O2 and intentionally added H218O, respectively, indicated that both oxygen atoms of hydroxyketone products were exclusively from dioxygen, suggesting a previously unknown H+/TiO2-e? catalyzed arrangement pathway of the hydroperoxide intermediate to convert dioxygen into hydroxyketone units. [Figure not available: see fulltext.]

Double Catalytic Kinetic Resolution (DoCKR) of Acyclic anti-1,3-Diols: The Additive Horeau Amplification

The concept of a synergistic double catalytic kinetic resolution (DoCKR) as described in this article was successfully applied to racemic acyclic anti-1,3-diols, a common motif in natural products. This process takes advantage of an additive Horeau amplif

Highly enantioselective acylation of acyclic meso 1,3-diols through synergistic isothiourea-catalyzed desymmetrization/chiroablative kinetic resolution

A general and highly efficient organocatalyzed desymmetrization of acyclic meso 1,3-diols through acyl transfer using chiral isothioureas is described. The introduction of π-systems in the acyclic substrates provided new opportunities in terms of reactivi

Ru-catalyzed asymmetric hydrogenation of α-phthalimide ketones and 1,3-diaryl diketones using 4,4′-substituted BINAPs

(Chemical Equation Presented) A family of tunable precatalysts [NH 2Et2][{Ru(4,4′-BINAP)Cl}2(μ-Cl) 3] was synthesized and used for highly enantioselective hydrogenation of phthalimide-protected amino ketones and

PHOTO-OXYGENATION OF 1,2-DIARYLCYCLOPROPANES VIA ELECTRON TRANSFER

The photo-oxygenation of 1,2-diarylcyclopropanes bearing electron-donating substituents in the presence of 9,10-dicyanoanthracene (DCA) in acetonitrile affords trans- and cis-3,5-diaryl-1,2-dioxolanes in excellent yields.The DCA-sensitized photo-oxygenation of less electron-rich 1,2-diarylcyclopropanes gives various oxidation products in low yields.These photoreactions are greatly accelerated by the addition of certain aromatic hydrocarbons and metal salts, and are completely quenched by the addition of triethylamine and 1,4-diazabicyclooctane.No photo-oxygenation takes place in non-polar solvents.The electron transfer mechanism is proposed for the photo-oxygenations, in which the cation radicals of 1,2-diarylcyclopropanes are involved as chain carriers.

PHOTOOXYGENATION OF 1,2-DIARYLCYCLOPROPANES: FORMATION OF 3,5-DIARYL-1,2-DIOXOLANES VIA PHOTOINDUCED ELECTRON TRANSFER

The photooxygenation of electron-rich 1,2-diarylcyclopropanes such as 1,2-bis(4-methoxyphenyl)cyclopropane and 1-(4-methoxyphenyl)-2-phenyl-cyclopropane in the presence of 9,10-dicyanoanthracene (DCA) as a sensitizer in acetonitrile affords trans- and cis-3,5-diaryl-1,2-dioxolanes in high yields.This photooxygenation is initiated by the electron transfer from 1,2-diarylcyclopropanes to the excited singlet DCA, involving the cation radical of cyclopropanes as a key intermediate.