Tag: M.W=600-700

Zhou, Yali published the artcileDevelopment of highly efficient platinum catalysts for hydroalkoxylation and hydroamination of unactivated alkenes, Product Details of C38H24F4O4P2, the publication is Nature Communications (2021), 12(1), 1953, database is CAplus and MEDLINE.

The design and discovery of “donor-acceptor”-type platinum catalysts that were highly effective in both hydroalkoxylation and hydroamination of unactivated alkenes over a broad range of substrates under mild conditions were described. A number of alkene substitution patterns were accommodated, including tri-substituted, 1,1-disubstituted, (E)-disubstituted, (Z)-disubstituted and even mono-substituted double bonds. Detailed mechanistic investigations suggested a plausible pathway that included an unexpected dissociation/re-association of the electron-deficient ligand to form an alkene-bound “donor-acceptor”-type intermediate. These mechanistic studies helped to understand the origins of the high reactivity exhibited by the catalytic system and provided a foundation for the rational design of chiral catalysts towards asym. hydrofunctionalization reactions.

Nature Communications 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 C9H4F6O, Product Details of C38H24F4O4P2.

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

Zhong, Feng published the artcileConstruction of Chiral 2,3-Allenols through a Copper(I)-Catalyzed Asymmetric Direct Alkynylogous Aldol Reaction, Computed Properties of 503538-69-0, the publication is Angewandte Chemie, International Edition (2020), 59(4), 1562-1566, database is CAplus and MEDLINE.

Chiral 2,3-allenols were constructed through copper(I)-catalyzed asym. direct alkynylogous aldol reaction. With aromatic and heteroaromatic aldehydes, the alkynylogous aldol reaction with (R)-DTBM-SEGPHOS as the ligand proceeded smoothly to furnish the products in excellent regioselectivity with good to high diastereoselectivity and excellent enantioselectivity. In the cases of aliphatic aldehydes, esters of but-2-yn-1-ol as the substrates and (R,R)-Ph-BPE as the ligand are crucial to get good to high regio- and diastereoselectivity. The produced chiral 2,3-allenols are easily transformed into synthetically useful 2-furanones through cyclization. Finally, the developed method was successfully applied in the rapid synthesis of two chiral intermediates toward the synthesis of two pharmaceutically active compounds that are proposed for the treatment of neurol. disorders.

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 C19H21N3O3S, Computed Properties of 503538-69-0.

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

Shigeno, Masanori published the artcileStereoselective Restructuring of 3-Arylcyclobutanols into 1-Indanols by Sequential Breaking and Formation of Carbon-Carbon Bonds, Related Products of dioxole, the publication is Chemistry – A European Journal (2009), 15(47), 12929-12931, S12929/1-S12929/39, database is CAplus and MEDLINE.

A rhodium-catalyzed restructuring reaction of 3-arylcyclobutanols to 1-indanols is reported, in which two chiral quaternary carbon centers are formed in a highly enantioselective fashion by a sequence of two contradictory elementary steps, i.e., carbon-carbon bond cleavage and carbon-carbon bond formation.

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 C14H10N2O, Related Products of dioxole.

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

Zeng, Chaoyuan published the artcileIridium/copper-cocatalyzed asymmetric ring opening reaction of azabenzonorbornadienes with amines, Name: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Organic & Biomolecular Chemistry (2015), 13(31), 8425-8428, database is CAplus and MEDLINE.

A combination of iridium/copper associated with (R)-Difluorphos catalyst for the asym. ring opening reaction of azabenzonorbornadienes with amines was developed, which afforded chiral trans-vicinal diamines in 80-97% yields with 93-95% enantioselectivities.

Organic & Biomolecular 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 C22H23BO4, 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

Cai, Baohua published the artcileKinetic Resolution of 2-Substituted 1, 2-Dihydroquinolines by Rhodium-Catalyzed Asymmetric Hydroarylation, Safety of (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Chinese Journal of Chemistry (2021), 39(6), 1606-1610, database is CAplus.

A highly efficient kinetic resolution of racemic 2-substituted 1,2-dihydroquinolines I (R = H, Me, OMe, Cl; R¹ = Me, Ph, Bn, 4-chlorophenyl; R² = Me, Ph, 3,5-dimethylphenyl, etc.) via Rh-catalyzed asym. hydroarylation has been described for the first time. A variety of arylboronic acids ArB(OH)₂ (Ar = Ph, 3-fluorophenyl, naphthalen-2-yl, etc.) coupled with 2-substituted 1,2-dihydroquinolines I under mild reaction condition. The transformations into the enantio-enriched 2,3-diaryl-tetrahydroquinolines II as well as the recovered chiral 2-aryl-dihydroquinolines III were obtained with high yields and excellent enantioselectivities (86%-99% ee, s factor up to 1057).

Chinese Journal of 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, 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

Li, Sifeng published the artcilePalladium/Zinc Co-Catalyzed syn-Stereoselectively Asymmetric Ring-Opening Reaction of Oxabenzonorbornadienes with Phenols, Computed Properties of 503538-69-0, the publication is Chemistry – A European Journal (2015), 21(25), 9003-9007, database is CAplus and MEDLINE.

A new palladium/zinc co-catalyst system associated with chiral (R)-Difluorphos for asym. ring-opening reaction of oxabenzonorbornadienes with phenols is reported. This catalyst system allows the formation of cis-2-aryloxy-1,2-dihydronaphthalen-1-ol I (Ar = Ph, 4-FC₆H₄, 4-ClC₆H₄, 4-BrC₆H₄, etc.) and II (R = 5,8-(OCH₃)₂, 5,8-(CH₃)₂, 6,7-Br₂, 6,7-OCH₂O, 6,7-(OCH₃)₂) products in good yields (up to 95 % yield) with excellent enantioselectivities (up to 99 % ee). The cis-configuration of the product has been confirmed by X-ray crystal structure anal. To the best of our knowledge, it represents the first example in ring-opening reactions of bicycloalkenes with heteronucleophiles in a syn-stereoselective manner.

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

Du, Yao published the artcileAsymmetric reductive Mannich reaction to ketimines catalyzed by a Cu(I) complex, Computed Properties of 503538-69-0, the publication is Journal of the American Chemical Society (2008), 130(48), 16146-16147, database is CAplus and MEDLINE.

A highly diastereoselective reductive Mannich coupling of ketimines and α,β-unsaturated esters was developed using CuOAc-PPh₃ or CuOAc-MePPh₂ complex as a catalyst (5 mol %) and pinacolborane as a reducing reagent. The reaction was easily conducted at room temperature, and the substrate generality was broad. This platform methodol. was extended to the first catalytic asym. reductive Mannich reaction of ketimines using CuOAc-DIFLUORPHOS as the catalyst (10 mol %). Switching the reducing reagent from pinacolborane to (EtO)₃SiH was key to inducing the high enantioselectivity (82-93% ee). High diastereoselectivity was also maintained (3:1∼30:1). Thus, products containing contiguous tetra- and trisubstituted carbons were catalytically synthesized with high stereoselectivities. Products were converted to α,β,β-trisubstituted (β^2,3,3) amino acid derivatives without any racemization and epimerization through simple treatment under acidic conditions. This method is the first entry of the catalytic asym. synthesis of β^2,3,3-amino acid derivatives, which constitute important chiral building blocks of biol. significant mols.

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, Computed Properties of 503538-69-0.

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

Zhou, Yali published the artcileDevelopment of highly efficient platinum catalysts for hydroalkoxylation and hydroamination of unactivated alkenes, Product Details of C38H24F4O4P2, the publication is Nature Communications (2021), 12(1), 1953, database is CAplus and MEDLINE.

The design and discovery of “donor-acceptor”-type platinum catalysts that were highly effective in both hydroalkoxylation and hydroamination of unactivated alkenes over a broad range of substrates under mild conditions were described. A number of alkene substitution patterns were accommodated, including tri-substituted, 1,1-disubstituted, (E)-disubstituted, (Z)-disubstituted and even mono-substituted double bonds. Detailed mechanistic investigations suggested a plausible pathway that included an unexpected dissociation/re-association of the electron-deficient ligand to form an alkene-bound “donor-acceptor”-type intermediate. These mechanistic studies helped to understand the origins of the high reactivity exhibited by the catalytic system and provided a foundation for the rational design of chiral catalysts towards asym. hydrofunctionalization reactions.

Nature Communications 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 C9H4F6O, Product Details of C38H24F4O4P2.

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

Zhong, Feng published the artcileConstruction of Chiral 2,3-Allenols through a Copper(I)-Catalyzed Asymmetric Direct Alkynylogous Aldol Reaction, Computed Properties of 503538-69-0, the publication is Angewandte Chemie, International Edition (2020), 59(4), 1562-1566, database is CAplus and MEDLINE.

Chiral 2,3-allenols were constructed through copper(I)-catalyzed asym. direct alkynylogous aldol reaction. With aromatic and heteroaromatic aldehydes, the alkynylogous aldol reaction with (R)-DTBM-SEGPHOS as the ligand proceeded smoothly to furnish the products in excellent regioselectivity with good to high diastereoselectivity and excellent enantioselectivity. In the cases of aliphatic aldehydes, esters of but-2-yn-1-ol as the substrates and (R,R)-Ph-BPE as the ligand are crucial to get good to high regio- and diastereoselectivity. The produced chiral 2,3-allenols are easily transformed into synthetically useful 2-furanones through cyclization. Finally, the developed method was successfully applied in the rapid synthesis of two chiral intermediates toward the synthesis of two pharmaceutically active compounds that are proposed for the treatment of neurol. disorders.

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 C19H21N3O3S, Computed Properties of 503538-69-0.

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