Month: October 2022

Franckevicius, Vilius; Cuthbertson, James D.; Pickworth, Mark; Pugh, David S.; Taylor, Richard J. K. published the artcile< Asymmetric Decarboxylative Allylation of Oxindoles>, Computed Properties of 152140-65-3, the main research area is stereoselective palladium catalyzed decarboxylative allylation oxindole allyl ester; oxindole allyl derivative stereoselective preparation; stereoselectivity reversal substituent size facial selectivity allylation.

An asym. decarboxylative palladium-catalyzed allylation of alkyl- and aryl-substituted oxindoles has been developed, enabling the installation of an all-carbon quaternary chiral center at the oxindole 3-position in excellent yields and good to excellent enantioselectivity. An intriguing substrate-dependent reversal in stereoselectivity has been observed, whereby the size of the substituent determines the facial selectivity in the allylation step.

Organic Letters published new progress about Allylation catalysts, stereoselective (decarboxylative). 152140-65-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C54H42N2O2P2, Computed Properties of 152140-65-3.

Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Tanaka, Ken; Nishida, Goushi; Ogino, Masakazu; Hirano, Masao; Noguchi, Keiichi published the artcile< Enantioselective synthesis of axially chiral biaryls through rhodium-catalyzed complete intermolecular cross-cyclotrimerization of internal alkynes>, Product Details of C44H40P2, the main research area is alkyne acetylenedicarboxylate cross cyclotrimerization rhodium BINAP; biaryl asym preparation; benzenetetracarboxylate preparation.

A cationic rhodium(I)/H8-BINAP complex-catalyzed complete intermol. cross-cyclotrimerization of internal alkynes with dialkyl acetylenedicarboxylates was developed. This reaction was successfully applied to enantioselective synthesis of axially chiral biaryls, e.g., I, utilizing internal alkynes bearing ortho-substituted Ph and acetoxymethyl in each terminal position. The axial chirality was constructed at the formation of benzene rings with high enantioselectivity.

Organic Letters published new progress about Alkynes Role: RCT (Reactant), RACT (Reactant or Reagent). 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Product Details of C44H40P2.

Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Lipshutz, Bruce H.; Servesko, Jeff M. published the artcile< CuH-catalyzed asymmetric conjugate reductions of acyclic enones>, SDS of cas: 277306-29-3, the main research area is enone conjugate copper catalyzed stereoselective reduction; alkanone asym synthesis.

A CuH-catalyzed asym. conjugate reduction of acyclic enones is reported. The reduction of enones was carried out with a catalytic amount of triphenylphosphine-copper hydride, in the presence of a chiral ligand, to afford alkanones, e.g. I, in high yields and enantiomeric excess.

Angewandte Chemie, International Edition published new progress about Aliphatic ketones Role: SPN (Synthetic Preparation), PREP (Preparation). 277306-29-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C32H40FeP2, SDS of cas: 277306-29-3.

Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Sagae, Hiromi; Noguchi, Keiichi; Hirano, Masao; Tanaka, Ken published the artcile< Rhodium-catalyzed enantio- and diastereoselective intramolecular [2 + 2 + 2] cycloaddition of unsymmetrical dienynes>, Name: (R)-2,2′-Bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl, the main research area is dienyne rhodium catalyst intramol cycloaddition; polycyclic cyclohexene derivative stereoselective preparation crystal structure; benzopyran derivative stereoselective preparation; biscyclooctadienerhodium tetrafluoroborate octahydrobinap asym cycloaddition catalyst.

A cationic rhodium(I)/(R)-H8-BINAP or (R)-Segphos complex catalyzes an intramol. [2 + 2 + 2] cycloaddition of unsym. dienynes, leading to fused tri- and tetracyclic cyclohexenes bearing two tertiary or quaternary carbon centers in high yields with high enantio- and diastereoselectivity.

Chemical Communications (Cambridge, United Kingdom) published new progress about Alkenynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (dienynes). 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Name: (R)-2,2′-Bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl.

Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Murayama, Koichi; Shibata, Yu; Sugiyama, Haruki; Uekusa, Hidehiro; Tanaka, Ken published the artcile< Synthesis, structure, and photophysical/chiroptical properties of benzopicene-based π-conjugated molecules>, Electric Literature of 139139-93-8, the main research area is benzopicene pi conjugated hydrocarbon ladder helical structure preparation cycloaddition; cycloaddition dialkynyl binaphthalene preparation benzopicene ladder helical polycycle; crystal structure helical benzopicene fluorenone ketone.

The convenient synthesis of substituted benzopicenes and azabenzopicenes I (X = C, N; R1, R2 = H, CO2Et, alkyl, CH2CH) has been achieved by the cationic rhodium(I)/H8-BINAP or BINAP complex-catalyzed [2+2+2] cycloaddition of 1,1′-dialkynyl-2,2′-binaphthalene under mild conditions. This method was applied to the synthesis of benzopicene-based long ladder (II, R3 = C12H25) and helical (III, R4 = Ph, Bu; Y2 = O, 9-fluorenylidene) mols. The x-ray crystal structure anal. revealed that the benzopicene-based helical mol. is highly distorted and the average distance of overlapped rings is markedly shorter than that in the triphenylene-based helical mol. Photophys. and chiroptical properties of these benzopicene and azabenzopicene derivatives have also been examined With respect to photophys. properties, substituted benzopicenes and azabenzopicenes showed red shifts of absorption and emission maxima compared with the corresponding triphenylenes and azatriphenylenes. With respect to chiroptical properties, the CPL spectra of the benzopicene-based helical mol. showed two opposite peaks, and thus the value of the CPL was smaller than that of the triphenylene-based helical mol. presumably due to the presence of two chiral fluorophores.

Journal of Organic Chemistry published new progress about [2+2+2] Cycloaddition reaction. 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Electric Literature of 139139-93-8.

Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Tanaka, Ken; Shirasaka, Kaori published the artcile< Highly Chemo- and Regioselective Intermolecular Cyclotrimerization of Alkynes Catalyzed by Cationic Rhodium(I)/Modified BINAP Complexes>, Category: chiral-phosphine-ligands, the main research area is chemoselective regioselective intermol cocyclotrimerization alkyne cationic rhodium BINAP complex; diethyl acetylenedicarboxylate chemoselective regioselective intermol cocyclotrimerization rhodium BINAP complex.

Cationic rhodium(I)/modified BINAP complexes are effective catalysts for highly regioselective intermol. cyclotrimerization of terminal alkynes and highly chemo- and regioselective intermol. cocyclotrimerization of di-Et acetylenedicarboxylate (DEAD) and terminal alkynes. It is a noteworthy example of intermol. cocyclotrimerization of two different alkynes in terms of catalytic activity, chemo- and regioselectivity, scope of substrates, and ease of operation. The wide applicability of this new cocyclotrimerization procedure is demonstrated in the one-step synthesis of [6]metacyclophane.

Organic Letters published new progress about Alkynes Role: RCT (Reactant), RACT (Reactant or Reagent). 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Category: chiral-phosphine-ligands.

Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Masutomi, Koji; Sugiyama, Haruki; Uekusa, Hidehiro; Shibata, Yu; Tanaka, Ken published the artcile< Asymmetric Synthesis of Protected Cyclohexenylamines and Cyclohexenols by Rhodium-Catalyzed [2+2+2] Cycloaddition>, HPLC of Formula: 139139-86-9, the main research area is protected cyclohexenylamine cyclohexenol preparation rhodium catalyst cycloaddition; asymmetric catalysis; cycloadditions; enamides; reaction mechanisms; rhodium.

Cationic rhodium(I)/axially chiral biaryl bis(phosphine) complexes catalyze the asym. [2+2+2] cycloaddition of 1,6-enynes with electron-rich functionalized alkenes, enamides, and vinyl carboxylates, to produce the corresponding protected cyclohexenylamines and cyclohexenols. Regioselectivity depends on structures of substrates. The present cycloaddition was successfully applied to the enantioselective total synthesis of (-)-porosadienone by using the amide moiety as a leaving group.

Angewandte Chemie, International Edition published new progress about [2+2+2] Cycloaddition reaction. 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, HPLC of Formula: 139139-86-9.

Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Tanaka, Ken; Nishida, Goushi; Ogino, Masakazu; Hirano, Masao; Noguchi, Keiichi published the artcile< Enantioselective synthesis of axially chiral biaryls through rhodium-catalyzed complete intermolecular cross-cyclotrimerization of internal alkynes>, Electric Literature of 139139-93-8, the main research area is alkyne acetylenedicarboxylate cross cyclotrimerization rhodium BINAP; biaryl asym preparation; benzenetetracarboxylate preparation.

A cationic rhodium(I)/H8-BINAP complex-catalyzed complete intermol. cross-cyclotrimerization of internal alkynes with dialkyl acetylenedicarboxylates was developed. This reaction was successfully applied to enantioselective synthesis of axially chiral biaryls, e.g., I, utilizing internal alkynes bearing ortho-substituted Ph and acetoxymethyl in each terminal position. The axial chirality was constructed at the formation of benzene rings with high enantioselectivity.

Organic Letters published new progress about Alkynes Role: RCT (Reactant), RACT (Reactant or Reagent). 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Electric Literature of 139139-93-8.

Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Tanaka, Ken; Takahashi, Yoshihiro; Suda, Takeshi; Hirano, Masao published the artcile< Synthesis of enantioenriched N-aryl-2-pyridones with chiral C-N axes by rhodium-catalyzed [2+2+2] cycloaddition of alkynes with isocyanates>, Electric Literature of 139139-93-8, the main research area is alkadiyne phenyl isocyanate stereoselective cycloaddition rhodium catalyst; pyridone stereoselective preparation.

Enantioenriched N-aryl-2-pyridones with axially chiral C-N bonds were prepared by a cationic rhodium(I)-BINAP or tol-BINAP-catalyzed enantioselective [2+2+2] cycloaddition of alkadiynes with ortho-substituted Ph isocyanates.

Synlett published new progress about Alkadiynes Role: RCT (Reactant), RACT (Reactant or Reagent). 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Electric Literature of 139139-93-8.

Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Tsuchikama, Kyoji; Yoshinami, Yusuke; Shibata, Takanori published the artcile< Rhodium-complex-catalyzed [2+2+2] cycloaddition of diynes and carbonyl compounds>, Product Details of C44H40P2, the main research area is diyne carbonyl stereoselective cycloaddition rhodium BINAP catalyst; hydropyran stereoselective preparation electrocyclic ring opening; cyclopentene stereoselective preparation; hydropyrrole stereoselective preparation; hydrofuran stereoselective preparation.

A Rh-BINAP complex was used to catalyze the hetero-[2+2+2] cycloaddition of sym. 1,6-diynes and carbonyl moiety of keto esters, a diketone, and an aldehyde to give bicyclic α-pyrans, which were readily transformed into monocyclic compounds via the following electrocyclic ring opening. In the reaction of an unsym. 1,6-diyne and a 1,7-diyne, α-pyrans with a quaternary carbon stereocenter were obtained in moderate to excellent ee using a chiral rhodium catalyst.

Synlett published new progress about Alkadiynes Role: RCT (Reactant), RACT (Reactant or Reagent). 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Product Details of C44H40P2.

Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate