Category: 503538-69-0

Ishida, Naoki published the artcileConstruction of indole skeletons by sequential actions of sunlight and rhodium on α-aminoacetophenones, Computed Properties of 503538-69-0, the publication is Chemistry Letters (2013), 42(9), 1076-1078, database is CAplus.

Indole skeletons were constructed from 2-(N-aryl-N-methylamino)acetophenone derivatives and a sequential action of solar radiation (sunlight) and a rhodium catalyst [bis[(1,2,5,6-η)-1,5-cyclooctadiene]di-μ-(hydroxy)dirhodium]. This method presents an example of the direct use of sunlight in organic synthesis. The synthesis of the target compounds was achieved using 2-(methylphenylamino)-1-(phenyl)ethanone (I) and related substances as starting materials. The target compounds thus formed included 1-methyl-3-phenyl-1H-indole (II) and related compounds 1,1′-[(4R)-2,2,2′,2′-Tetrafluoro[4,4′-bi-1,3-benzodioxole]-5,5′-diyl]bis[1,1-diphenylphosphine] [(R)-difluorphos] was used for an enantioselective synthesis variant toward the formation of chiral 2,3-dihydro-1-methyl-3-phenyl-1H-indol-3-ol and chiral 2,3-dihydro-3-hydroxy-1-methyl-3-phenyl-1H-indole-5-carboxylic acid Me ester.

Chemistry Letters 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, Computed Properties of 503538-69-0.

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

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

Wadamoto, Manabu published the artcileStereochemical Studies of Ag-Catalyzed Hosomi-Sakurai Reaction Using Chiral Silanes, Related Products of dioxole, the publication is European Journal of Organic Chemistry (2009), 5132-5133, database is CAplus and MEDLINE.

Stereochem. aspect of asym. Ag-catalyzed Hosomi-Sakurai reaction with ketones was studied. Several allyltrimethoxysilanes were synthesized and used for the asym. reaction. Remarkably, among several possible diastereomers only two are generated with high levels of diastereo- and enantioselectivities. Based on the observations for different allyltrimethoxysilanes, the authors hypothesize formation of a single allylsilver species which undergoes addition to the ketone.(© KGaA, 69451 Weinheim, Germany, 2009). Wiley-VCH Verlag GmbH and Co.

European 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 C14H23N, Related Products of dioxole.

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

Kan, S. B. Jennifer published the artcileCatalytic direct-type substitution reaction of α-alkyl enolates: a Pd/Bronsted base-catalyzed approach to the decarboxylative allylation of sulfonylimidates, Synthetic Route of 503538-69-0, the publication is Chemical Communications (Cambridge, United Kingdom) (2008), 6354-6356, database is CAplus and MEDLINE.

A mild and efficient process for the direct-type catalytic allylation of sulfonylimidates has been developed; this reaction represents the first example of Bronsted base-catalyzed, in situ generation and use of α-alkyl enolates in substitution reactions; the success of this methodol. stems from the tunable α-proton acidity and nucleophilicity of sulfonylimidates, which could be harnessed in the realization of a broader range of catalytic direct-type reactions using ester equivalent as nucleophiles.

Chemical Communications (Cambridge, United Kingdom) 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, Synthetic Route of 503538-69-0.

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

Simon, Marc-Olivier published the artcileRuthenium-catalyzed C-H bond activation of Michael acceptors: an unusual reactivity leading to allylsilanes, Name: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Advanced Synthesis & Catalysis (2009), 351(1+2), 153-157, database is CAplus.

The authors report here an improved catalyst for the functionalization of Michael acceptors, involving C-C bond formation via C-H bond activation, using an in situ generated Ru active species. On some particular substrates, the C-H functionalization resulted unexpectedly in the formation of allylsilanes rather than in the expected conjugated adducts, affording a new straightforward methodol. to access useful stereodefined trisubstituted allylsilanes via C-H bond activation. Preliminary results showed that they were reactive in the allylation of aldehydes, providing an access to alcs. bearing a quaternary C center.

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 C8H5IO, Name: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole.

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

Navarre, Laure published the artcileAccess to enantioenriched α-amino esters via rhodium-catalyzed 1,4-addition/enantioselective protonation, COA of Formula: C38H24F4O4P2, the publication is Journal of the American Chemical Society (2008), 130(19), 6159-6169, database is CAplus and MEDLINE.

Conjugate addition of potassium trifluoro(organo)borates to dehydroalanine derivatives, mediated by a chiral rhodium catalyst and in situ enantioselective protonation, afforded straightforward access to a variety of protected α-amino esters with high yields and enantiomeric excesses up to 95%. Among the tested chiral ligands and proton sources, Binap, in combination with guaiacol (2-methoxyphenol), an inexpensive and nontoxic phenol, afforded the highest asym. inductions. Organostannanes have also shown to participate in this reaction. By a fine-tuning of the ester moiety, and using Difluorophos as chiral ligand, increased levels of enantioselectivity, generally close to 95%, were achieved. Deuterium labeling experiments revealed, and DFT calculation supported, an unusual mechanism involving a hydride transfer from the amido substituent to the α carbon explaining the high levels of enantioselectivity attained in controlling this α chiral center.

Journal of the American Chemical Society 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

Ling, Johanne published the artcileCopper(I)-Catalyzed Dearomative (3 + 2) Cycloaddition of 3-Nitroindoles with Propargylic Nucleophiles: An Access to Cyclopenta[b]indolines, Application In Synthesis of 503538-69-0, the publication is Journal of Organic Chemistry (2020), 85(5), 3838-3848, database is CAplus and MEDLINE.

The copper(I)-catalyzed dearomatization of 3-nitroindoles I [R¹ = 4-Me, 5-Cl, 7-CO₂Me, etc.; R² = Ac, Bz, (4-methylphenyl)sulfonyl, etc.] and 3-nitro-1-benzofuran-5-yl acetate with propargylic nucleophiles CHCCH₂R³ (R³ = 1,3-dimethoxy-1,3-dioxopropan-2-yl, 1,3-bis(benzyloxy)-1,3-dioxopropan-2-yl, 4-methylbenzene-1-sulfonamidyl, etc.) is described. In mild reaction conditions, this original dearomative (3+2) cycloaddition process gives access to a wide variety of cyclopenta[b]indolines e.g., II in good to excellent yields, with high functional group tolerance. The proof of concept that an enantioselective version of this reaction is accessible by employing chiral phosphorus ligands was obtained. A mechanism proposal is given based on kinetic studies.

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, Application In Synthesis of 503538-69-0.

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

Tindall, Daniel J. published the artcileSelective and Scalable Synthesis of Sugar Alcohols by Homogeneous Asymmetric Hydrogenation of Unprotected Ketoses, Recommanded Product: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Angewandte Chemie, International Edition (2021), 60(2), 721-725, database is CAplus and MEDLINE.

Sugar alcs. are of great importance for the food industry and are promising building blocks for bio-based polymers. Industrially, they are produced by heterogeneous hydrogenation of sugars with H₂, usually with none to low stereoselectivities. Now, we present a homogeneous system based on com. available components, which not only increases the overall yield, but also allows a wide range of unprotected ketoses to be diastereoselectively hydrogenated. Furthermore, the system is reliable on a multi-gram scale allowing sugar alcs. to be isolated in large quantities at high atom economy.

Angewandte Chemie, International Edition 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 C5H5BrN2, Recommanded Product: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole.

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

Melhado, Asa D. published the artcileAu(I)-catalyzed enantioselective 1,3-dipolar cycloadditions of munchnones with electron-deficient alkenes, Formula: C38H24F4O4P2, the publication is Journal of the American Chemical Society (2007), 129(42), 12638-12639, database is CAplus and MEDLINE.

The catalytic enantioselective 1,3-dipolar cycloaddition of munchnone dipoles with electron-deficient alkenes is described. The reaction is catalyzed by chiral bis(phosphine)gold(I) benzoate complexes and provides Δ¹-pyrrolines, e.g., I, with excellent regio-, diastereo-, and enantioselectivity. The reaction is proposed to proceed through a 1,3-dipole generated by deprotonation of a gold(I)-activated azlactone.

Journal of the American Chemical Society 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, Formula: C38H24F4O4P2.

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