Category: Dioxole

Menard, Frederic published the artcileLigand-Controlled Selectivity in the Desymmetrization of meso Cyclopenten-1,4-diols via Rhodium(I)-Catalyzed Addition of Arylboronic Acids, SDS of cas: 503538-69-0, the publication is Journal of Organic Chemistry (2010), 75(12), 4056-4068, database is CAplus and MEDLINE.

A highly enantioselective desymmetrization of meso cyclopent-2-ene-1,4-diethyl dicarbonates has been developed using a Rh-catalyzed asym. allylic substitution. Depending on the type of ligand used, each of two regioisomeric products can be obtained in good yield and excellent enantioselectivity. Under rhodium(I) catalysis, bisphosphine P-Phos ligands form trans-1,2-arylcyclopentenols as the major product, whereas Segphos ligands lead predominantly to trans-1,4-arylcyclopentenols.

Journal of Organic Chemistry published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, SDS of cas: 503538-69-0.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Alame, Mohamad published the artcileExtensive re-investigations of pressure effects in rhodium-catalyzed asymmetric hydrogenations, COA of Formula: C38H24F4O4P2, the publication is Advanced Synthesis & Catalysis (2008), 350(6), 898-908, database is CAplus.

The catalytic hydrogenation of three prochiral substrates Me Z-α-acetamidocinnamate (MAC), Me 2-acetamidoacrylate (M-Acrylate) and Et 4-methyl-3-acetamido-2-propanoate (E-EMAP) with rhodium precursors complexed with chiral diphosphines is reported at 1-30 bar hydrogen pressure. A library of 56 chiral diphosphines, including 23 BINAP derivatives, 7 JOSIPHOS, 5 BIPHEP, 3 DUPHOS derivatives, and 18 other ligands, was used. While it was generally accepted that high hydrogen pressure would result in lower ees, it is now demonstrated on a statistical basis that an equivalent distribution between beneficial and detrimental pressure effects on ee prevails and that the hydrogen pressure effect on enantioselectivity is not an isolated phenomenon since more than 33% of the reaction systems studied are strongly affected. In some case, the enantioselectivity can be improved up to 97% just by applying a higher hydrogen pressure. Extension of these conclusions to other non-chiral reagents is proposed.

Advanced Synthesis & Catalysis published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, COA of Formula: C38H24F4O4P2.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Braun, Manfred published the artcilePalladium-catalyzed diastereoselective and enantioselective allylic alkylations of ketone enolates, HPLC of Formula: 503538-69-0, the publication is Advanced Synthesis & Catalysis (2008), 350(2), 303-314, database is CAplus.

Lithium and magnesium enolates of cyclohexanone undergo palladium-catalyzed allylic alkylations under mild conditions. Diastereoselectivity and enantioselectivity are observed when the diphenyl- and dimethyl-substituted allylic substrates are reacted with cyclohexanone or Et mesityl ketone. The lithium enolates of cyclohexanone, cyclopentanone and α-tetralone lead to the alkylations products in an enantioselective manner. Axially chiral biphenyl- and binaphthyl-bisphosphanes provide high enantioselectivity and/or diastereoselectivity. In the case of the lithium enolates, the presence of lithium chloride is also crucial to reactivity and stereoselectivity. The stereochem. outcome of the allylic alkylation of cyclohexanone and acetophenone has been investigated by the palladium-catalyzed reaction of their lithium enolates with the cis/trans isomeric alkenes. It turns out that the preformed, non-stabilized enolates attack π-allyl-palladium complexes generated in situ from the face opposite to the noble metal thus following the stereochem. pathway of soft, stabilized carbanions.

Advanced Synthesis & Catalysis published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, HPLC of Formula: 503538-69-0.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Bucsi, I. published the artcileBronsted acid catalyzed formation of 1,3-dioxolanes from oxiranes and ketones, Application In Synthesis of 1193-11-9, the publication is Journal of Molecular Catalysis A: Chemical (2001), 168(1-2), 47-52, database is CAplus.

The catalytic effect of various acid catalysts (heteropoly acids, Nafion-H, K10 montmorillonite, trifluoroacetic acid, methanesulfonic acid) and the effect of the structure of the reactants were investigated on the formation of 1,3-dioxolanes from oxiranes and ketones. The yield of 1,3-dioxolanes strongly depends on competing reactions, mainly on the ratio of polymerization K10 montmorillonite was found to be the best catalyst resulting in the formation of 1,3-dioxolanes in 50-80% yield under optimal reaction conditions.

Journal of Molecular Catalysis A: Chemical published new progress about 1193-11-9. 1193-11-9 belongs to dioxole, auxiliary class Dioxolanes, name is 2,2,4-Trimethyl-1,3-dioxolane, and the molecular formula is C6H12O2, Application In Synthesis of 1193-11-9.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Yu, Bing published the artcileSynthesis of homoallylic alcohols via Lewis acid assisted enantioselective desymmetrization, Synthetic Route of 503538-69-0, the publication is Synthesis (2009), 853-859, database is CAplus.

A highly enantioselective allylic substitution of (Z)-but-2-ene-1,4-diol derivatives was developed using a Rh(I) catalyst and arylboronates as nucleophiles. The reaction yields versatile homoallylic alcs. from readily available linear bis-carbonates.

Synthesis published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C9H5FO2, Synthetic Route of 503538-69-0.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Jiang, Wei-hua published the artcileSynthesis of vanillin 1,2-propylene glycol acetal catalyzed by H₃PMo₁₂O₄₀, Recommanded Product: 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol, the publication is Huaxue Shiji (2009), 31(6), 457-460, database is CAplus.

A method for the synthesis of the title compound [i.e., 2-methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol, vanillin 1,2-propylene glycol acetal] is reported here. Vanillin 1,2-propylene glycol acetal was synthesized from vanillin [i.e., 4-hydroxy-3-methoxybenzaldehyde] and 1,2-propylene glycol using H₃PMo₁₂O₄₀ as the catalyst. Factors influencing the product formation, such as molar ratio of reactants, time, catalyst type and amount, and different water entrainment agents, were studied and optimized reaction conditions were determined Reaction conditions were found as follows: molar ratio of aldehyde/glycol = 1.0/1.3, catalyst dosage of 0.3%, a cyclohexane amount of 15 mL, and a reaction time of 4.5 h. The selectivity was above 98% and the product yield was 94.58%. The product structure was determined by IR, GC, NMR.

Huaxue Shiji published new progress about 68527-74-2. 68527-74-2 belongs to dioxole, auxiliary class Dioxolane,Benzene,Phenol,Ether, name is 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol, and the molecular formula is C11H14O4, Recommanded Product: 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Vershinin, S. S. published the artcileStereochemical aspect of 2,2,4-trimethyl-1,3-dioxolane bromination by molecular bromine, Synthetic Route of 1193-11-9, the publication is Bashkirskii Khimicheskii Zhurnal (2015), 22(1), 92-95, database is CAplus.

Bromination of 2,2,4-trimethyl-1,3-dioxolane by mol. bromine in carbon tetrachloride with molar ratio of dioxolane:Br₂:CCl₄ equal to 1:1:5 at the boiling temperature of the reaction mixture occurs regio- and stereoselectively with full conversion of the substrate to 61% of cis-2-bromomethyl-2,4-dimethyl-1,3-dioxolane and 39% of trans-2-bromomethyl-2,4-dimethyl-1,3-dioxolane. The structure, configuration, and the molar ratio of the isomers were determined by ¹H and ¹³C NMR and gas chromatog. The predominant conformation of the obtained bromodioxolanes is half-chair with pseudoequatorial position of the CH₃-group at carbon atom C-4 with prevalence of the cis-isomer with equatorial orientation of the bromoalkyl substitute.

Bashkirskii Khimicheskii Zhurnal published new progress about 1193-11-9. 1193-11-9 belongs to dioxole, auxiliary class Dioxolanes, name is 2,2,4-Trimethyl-1,3-dioxolane, and the molecular formula is C9H12O, Synthetic Route of 1193-11-9.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Takayama, Tomohiko published the artcileDrop method as a quantitative bioassay method of chemotaxis of Aphanomyces cochlioides zoospore, Product Details of C16H10O5, the publication is Nippon Shokubutsu Byori Gakkaiho (1998), 64(3), 175-178, database is CAplus.

A drop method using fluorinated hydrocarbon (FC-72) was successfully applied as a quant. assay to determine the threshold concentration of cochliophilin A, a potent Aphanomyces cochlioides zoospore attractant originally isolated from spinach roots. This method revealed that the number of zoospores attracted to droplets containing cochliophilin A increased with time, until approx. 60 to 90 s after injection of the droplet into a zoospore suspension. The threshold concentration, above which cochliophilin A was able to function as a zoospore attractant, was determined to be ∼3.0×10^-9 M. Interestingly, zoospores attracted to droplets containing cochliophilin A at a concentration greater than 1.1×10^-7 M massed on the surface of the droplets, a behavior that was quite similar to that observed on the root surface of host plants. This result suggested that the drop method would be useful not only as a quant. assay of chemotaxis, but also as a technique to investigate the mechanism of zoospore massing.

Nippon Shokubutsu Byori Gakkaiho published new progress about 110204-45-0. 110204-45-0 belongs to dioxole, auxiliary class Flavonoids, name is 9-Hydroxy-6-phenyl-8H-[1,3]dioxolo[4,5-g]chromen-8-one, and the molecular formula is C5H7FO2, Product Details of C16H10O5.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Tahara, Satoshi published the artcilePlant secondary metabolites regulating behavior of zoospores of the phytopathogenic fungus Aphanomyces cochlioides, HPLC of Formula: 110204-45-0, the publication is Pesticide Science (1999), 55(2), 209-211, database is CAplus.

A number of compounds isolated from various plant species were tested for their ability to affect the mobility of zoospores of A. cochlioides which causes root rot in spinach (Spinacia oleracea). Compounds may act as attractants, repellents or stimulants of zoospore movement or they may halt movement by causing the spore to clump and settle. Bioassays revealed compounds with these modes of action, as well as some which acted directly on the fungus.

Pesticide Science published new progress about 110204-45-0. 110204-45-0 belongs to dioxole, auxiliary class Flavonoids, name is 9-Hydroxy-6-phenyl-8H-[1,3]dioxolo[4,5-g]chromen-8-one, and the molecular formula is C12H14IN, HPLC of Formula: 110204-45-0.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Beresnevich, L. B. published the artcileSynthesis of 1,3-dioxolanes from natural carbonyl compounds, Computed Properties of 68527-74-2, the publication is Vestsi Natsyyanal’nai Akademii Navuk Belarusi, Seryya Khimichnykh Navuk (2009), 73-76, database is CAplus.

Condensation of various naturally occurring aldehydes and ketones R¹R²CO [R¹ = H, R² = n-Pr, i-Bu, 4-MeC₆H₄CH₂CHMe, 4-HO-3-MeOC₆H₃, etc.; R¹R² = (CH₂)₄, (CH₂)₅, etc.; R¹ = R² = n-Pr; R¹ = Me, R² = Et, t-Bu, n-hexyl] with 1,2-propanediol in the presence of sulfonated cationite FIBAN K-1 neat or in benzene gave the corresponding 1,3-dioxolanes in 50-98% yields.

Vestsi Natsyyanal’nai Akademii Navuk Belarusi, Seryya Khimichnykh Navuk published new progress about 68527-74-2. 68527-74-2 belongs to dioxole, auxiliary class Dioxolane,Benzene,Phenol,Ether, name is 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol, and the molecular formula is C11H14O4, Computed Properties of 68527-74-2.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem