Category: 503538-69-0

Maj, Anna M. published the artcileSynthesis of new chiral 2-functionalized-1,2,3,4-tetrahydroquinoline derivatives via asymmetric hydrogenation of substituted quinolines, Related Products of dioxole, the publication is Tetrahedron (2013), 69(44), 9322-9328, database is CAplus.

The asym. hydrogenation of a series of quinolines substituted by a variety of functionalized groups linked to the C2 carbon atom is providing access to optically enriched 2-functionalized 1,2,3,4-tetrahydroquinolines in the presence of in situ generated catalysts from [Ir(cod)Cl]₂, a bisphosphine, and iodine. The enantioselectivity levels were as high as 96% ee.

Tetrahedron 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, Related Products of dioxole.

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

Aida, Yukimasa published the artcileRhodium-Catalyzed Asymmetric [2 + 2 + 2] Cycloaddition of α,ω-Diynes with Unsymmetrical 1,2-Disubstituted Alkenes, Category: dioxole, the publication is Organic Letters (2016), 18(11), 2672-2675, database is CAplus and MEDLINE.

It has been established that a cationic rhodium(I)/axially chiral biaryl bisphosphine complex catalyzes the asym. [2 + 2 + 2] cycloaddition of α,ω-diynes with electron-rich and unstrained unsym. 1,2-disubstituted alkenes to give chiral multicyclic compounds with good yields and ee values. Interestingly, enantioselectivity highly depends on the structures of α,ω-diynes used presumably due to the presence of two distinct reaction pathways.

Organic 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, Category: dioxole.

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

Umeda, Rui published the artcileDesymmetrization of 1,4-Cyclohexadienyltriisopropoxysilane Using Copper Catalysis, Application In Synthesis of 503538-69-0, the publication is Organic Letters (2007), 9(11), 2175-2178, database is CAplus and MEDLINE.

The first catalytic desymmetrization in the field of allylsilane chem. is presented. Desymmetrization of cyclohexadienyltriisopropoxysilane is achieved using copper catalysis. High diastereo- and enantioselectivities are obtained, and the product dienes are highly valuable building blocks for natural product synthesis.

Organic 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 C7H5Cl2NO, Application In Synthesis of 503538-69-0.

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

Liao, Xuebin published the artcileEnantioselective Total Syntheses of (-)-Taiwaniaquinone H and (-)-Taiwaniaquinol B by Iridium-Catalyzed Borylation and Palladium-Catalyzed Asymmetric α-Arylation, Category: dioxole, the publication is Journal of the American Chemical Society (2011), 133(7), 2088-2091, database is CAplus and MEDLINE.

We report a concise, enantioselective total synthesis of (-)-taiwaniaquinone H (I) and the first enantioselective total synthesis of (-)-taiwaniaquinol B (II) by a route that includes asym. palladium-catalyzed α-arylation of a ketone with an aryl bromide that was generated by sterically controlled halogenation via iridium-catalyzed C-H borylation. This asym. α-arylation creates the benzylic quaternary stereogenic center present in the taiwaniaquinoids. The synthesis was completed efficiently by developing a Lewis acid-promoted cascade to construct the [6,5,6] tricyclic core of an intermediate common to the synthesis of a number of taiwaniaquinoids. Through the preparation of these compounds, we demonstrate the utility of constructing benzylic quaternary stereogenic centers, even those lacking a carbonyl group in the α-position, by asym. α-arylation.

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, Category: dioxole.

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

Gerten, Anthony L. published the artcileEnantioselective dearomative [3 + 2] cycloadditions of indoles with azomethine ylides derived from alanine imino esters, Related Products of dioxole, the publication is Organic Chemistry Frontiers (2016), 3(3), 339-343, database is CAplus.

Catalytic, enantioselective [3 + 2] cycloadditions of azomethine ylides derived from alanine imino esters with 3-nitroindoles were reported. The dearomative cycloaddition reactions occurred in the presence of a catalyst generated in situ from Cu(OTf)₂ and (R)-Difluorphos to form exo’-pyrroloindoline cycloadducts and established four contiguous stereogenic centers, two of which were fully substituted. The exo’-pyrroloindoline products were formed in moderate-to-good yields (39-85%) with high diastereoselectivities (up to 98 : 1 : 1 dr) and enantioselectivities (up to 96% ee).

Organic Chemistry Frontiers 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, Related Products of dioxole.

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

Partridge, Benjamin M. published the artcileIridium-catalyzed arylative cyclization of alkynones by 1,4-iridium migration, Safety of (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Angewandte Chemie, International Edition (2014), 53(25), 6523-6527, database is CAplus and MEDLINE.

1,4-Metal migrations enable the remote functionalization of C-H bonds, and were utilized in a wide variety of valuable synthetic methods. The vast majority of existing examples involve the 1,4-migration of Pd or Rh. Herein, the stereoselective synthesis of complex polycycles by the Ir-catalyzed arylative cyclization of alkynones with arylboronic acids is described.

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 C38H24F4O4P2, Safety of (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

Yu, Xiao-Qiang published the artcileRhodium-catalyzed 1,4-addition of lithium 2-furyltriolborates to unsaturated ketones and esters for enantioselective synthesis of γ-oxo-carboxylic acids by oxidation of the furyl ring with ozone, Synthetic Route of 503538-69-0, the publication is Chemistry – An Asian Journal (2011), 6(3), 932-937, database is CAplus and MEDLINE.

Rhodium-catalyzed 1,4-addition of lithium 5-methyl-2-furyltriolborate ([ArB(OCH₂)₃CCH₃]Li, Ar=5-methyl-2-furyl) to unsaturated ketones to give β-furyl ketones was followed by ozonolysis of the furyl ring for enantioselective synthesis of γ-oxo-carboxylic acids. [Rh(nbd)₂]BF₄ (nbd=2,5-norbornadiene) chelated with 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (binap) or 2,3-bis(diphenylphosphino)butane (chiraphos) gave high yields and high selectivities in a range of 91-99 % ee at 30 °C in a basic dioxane/water solution The corresponding reaction of unsaturated esters, such as Me crotonate, had strong resistance under analogous conditions, but the 1,4-adduct was obtained in 70 % yield and with 94 % ee when more electron-deficient Ph crotonate was used as the substrate.

Chemistry – An Asian Journal 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 C10H11N3O3S, Synthetic Route of 503538-69-0.

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

Ishida, Naoki published the artcile1,5-Rhodium Shift in Rearrangement of N-Arenesulfonylazetidin-3-ols into Benzosultams, Formula: C38H24F4O4P2, the publication is Journal of the American Chemical Society (2013), 135(51), 19103-19106, database is CAplus and MEDLINE.

In the presence of [Rh(COD)(OH)]₂ and the nonracemic bibenzodioxolediphosphine (R)-difluorphos, 1-arylsulfonyl-3-aryl-3-azetidinols such as I (R = Ph, 4-MeOC₆H₄, 4-F₃CC₆H₄; Ts = 4-MeC₆H₄SO₂) underwent enantioselective rearrangement to give fused thiazinediones such as II (R = Ph, 4-MeOC₆H₄, 4-F₃CC₆H₄) in 90-95% yields and in 91:9-93:7 er. Stereoselective rearrangement of nonracemic amino acid-derived 1-arylsulfonyl-3-aryl-3-azetidinols such as III (R¹ = Ph, 4-MeOC₆H₄, 4-F₃CC₆H₄; R² = Me, Me₂CH, MeSCH₂CH₂; R³ = H, Me, MeO, F₃C; R⁴ = H, Me) in the presence of racemic 2,2′-bis{bis(3,5-xylyl)phosphino}-1,1′-binaphthyl yielded fused dihydrohydroxythiazinediones such as IV (R¹ = Ph, 4-MeOC₆H₄, 4-F₃CC₆H₄; R² = Me, Me₂CH, MeSCH₂CH₂; R³ = H, Me, MeO, F₃C; R⁴ = H, Me) as single diastereomers and enantiomers in 97-99% yields. Rearrangement of I (R = Ph) with a perdeuterated tosyl group yielded a deuterated product monolabeled at the N-Me group; a mechanism for the rearrangement is proposed. The structure of IV (R¹ = Ph; R² = Me; R³ = Me; R⁴ = H) was determined by X-ray crystallog.

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

Tanaka, Maya published the artcileGold-Catalyzed Enantioselective Synthesis, Crystal Structure, and Photophysical/Chiroptical Properties of Aza[10]helicenes, Product Details of C38H24F4O4P2, the publication is Chemistry – A European Journal (2016), 22(28), 9537-9541, database is CAplus and MEDLINE.

The enantioselective synthesis of an aza[10]helicene, possessing two pyridone units, has been achieved by the gold-catalyzed intramol. quadruple hydroarylation of a tetrayne. This aza[10]helicene was successfully converted into a fully aromatic aza[10]helicene, possessing two pyridine units. Structure-photophys. and chiroptical properties relationship in a series of azahelicene isomers has also been disclosed.

Chemistry – A European Journal 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 C14H31NO2, Product Details of C38H24F4O4P2.

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

Satoh, Masakazu published the artcileEnantioselective synthesis of fully benzenoid single and double carbohelicenes via gold-catalyzed intramolecular hydroarylation, Computed Properties of 503538-69-0, the publication is Chemistry – A European Journal (2018), 24(21), 5434-5438, database is CAplus and MEDLINE.

The enantioselective synthesis of fully benzenoid single and double carbo[6]helicenes was achieved via the gold-catalyzed intramol. hydroarylation. The single crystal of the racemic double carbo[6]helicene consists of unique layer structures like timbers with halving joints in the woodworking. Furthermore, the double carbo[6]helicenes exhibited relatively large circularly polarized luminescence (CPL) activities among chiral small organic mols.

Chemistry – A European Journal 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