Category: 152140-65-3

Trost, Barry M.; Xu, Jiayi published the artcile< Regio- and Enantioselective Pd-Catalyzed Allylic Alkylation of Ketones through Allyl Enol Carbonates>, Electric Literature of 152140-65-3, the main research area is enol allyl carbonate asym allylic alkylation palladium chiral ligand; palladium asym allylic alkylation catalyst; cyclic allylated ketone stereoselective preparation.

The Pd-catalyzed reorganization of enol allyl carbonates to allylated ketones occurs in the presence of chiral ligands that had been previously developed. With 2-methylcyclohexanone, asym. regioselective alkylation occurs at the more substituted carbon without complications of polyalkylation. Alkylation to create quaternary centers in indanones and benzosuberone occurs in much higher ee than using tin or lithium enolates. The sense of enantioinduction in tetralones is opposite from the tin and lithium enolate examples. For the first time, asym. preparation of tertiary centers occurs with high ee (78-99%). The different results between this reaction and the use of lithium or tin enolates suggest that different mechanisms may be involved.

Journal of the American Chemical Society published new progress about Allylic alkylation catalysts, stereoselective. 152140-65-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C54H42N2O2P2, Electric Literature 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

Alexy, Eric J.; Zhang, Haiming; Stoltz, Brian M. published the artcile< Catalytic Enantioselective Synthesis of Acyclic Quaternary Centers: Palladium-Catalyzed Decarboxylative Allylic Alkylation of Fully Substituted Acyclic Enol Carbonates>, HPLC of Formula: 152140-65-3, the main research area is enol carbonate acyclic palladium phosphinooxazoline decarboxylative allylic alkylation catalyst; ketone quaternary stereoselective preparation.

The first enantioselective palladium-catalyzed decarboxylative allylic alkylation of fully substituted acyclic enol carbonates providing linear α-quaternary ketones is reported. Investigation into the reaction revealed that the use of an electron-deficient phosphinooxazoline ligand renders the enolate geometry of the starting material inconsequential, with the same enantiomer of product obtained in the same level of selectivity regardless of the starting ratio of enolates. As a result, a general method toward acyclic all-carbon quaternary stereocenters has been developed.

Journal of the American Chemical Society published new progress about Allylic alkylation. 152140-65-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C54H42N2O2P2, HPLC of Formula: 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

Park, Jihye; Kim, Young Kwang; Kim, Guncheol published the artcile< Stereoselective formal synthesis of (-)-mesembrane via asymmetric allylation and resoluting condensation reactions>, Synthetic Route of 152140-65-3, the main research area is phenylcyclohexanone asym asym allylation; oxocyclohexaneacetamide intramol cyclocondensation resolution; mesembrane stereoselective formal synthesis.

A selective pathway to (-)-mesembrane by a combination of enantioselective allylation and intramol. amide-ketone cyclization was developed.

Bulletin of the Korean Chemical Society published new progress about Allylation, stereoselective. 152140-65-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C54H42N2O2P2, Synthetic Route 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

Trost, Barry M.; Frederiksen, Mathias U. published the artcile< Palladium-catalyzed asymmetric allylation of prochiral nucleophiles: synthesis of 3-allyl-3-aryl oxindoles>, Application In Synthesis of 152140-65-3, the main research area is arylindolinone allyl acetate allylation palladium chiral phosphine; allyl arylindolinone asym preparation; palladium chiral phosphine asym allylation catalyst.

Excellent yields and enantioselectivies were attained in the synthesis of 3-alkyl-3-aryloxindoles, e.g., I, based on the Pd-catalyzed asym. allylic alkylation reaction. This approach utilizes a nonbasic hydroxylic additive in the transformation of 3-aryloxindoles into complex, synthetically valuable oxindoles.

Angewandte Chemie, International Edition published new progress about Allylation catalysts. 152140-65-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C54H42N2O2P2, Application In Synthesis 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

Trost, Barry M.; Nagaraju, Anugula; Wang, Feijun; Zuo, Zhijun; Xu, Jiayi; Hull, Kami L. published the artcile< Palladium-Catalyzed Decarboxylative Asymmetric Allylic Alkylation of Dihydroquinolinones>, Electric Literature of 152140-65-3, the main research area is palladium catalyst decarboxylative asym allylic alkylation dihydroquinolinone.

A palladium-catalyzed decarboxylative asym. allylic alkylation (Pd-DAAA) of benzo-fused and non-benzo-fused δ-valerolactams is disclosed. This methodol. gives access to chiral lactams bearing C3-quaternary stereocenters, which are central to many natural products and biol. active compounds The reaction proceeds via palladium-catalyzed ionization of an allyl ester, followed by carbon dioxide extrusion and recombination of the electrophilic Pd-π-allyl complex with the in situ generated lactam enolate. This final step converts racemic allylic ester starting materials into enantiomerically enriched substituted lactams with high yield and enantiomeric excess.

Organic Letters published new progress about Allylic alkylation catalysts, stereoselective. 152140-65-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C54H42N2O2P2, Electric Literature 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

Zhang, Ze-Xin; Chen, Si-Cong; Jiao, Lei published the artcile< Total Synthesis of (+)-Minfiensine: Construction of the Tetracyclic Core Structure by an Asymmetric Cascade Cyclization>, Product Details of C54H42N2O2P2, the main research area is minfiensine synthesis asym cascade cyclization; monoterpene indole alkaloid core structure preparation asym cascade cyclization; alkaloids; cyclizations; natural products; palladium; total synthesis.

A new method for one-step construction of the tetracyclic core structure of the indole alkaloid (+)-minfiensine was developed utilizing a palladium-catalyzed asym. indole dearomatization/iminium cyclization cascade. An efficient total synthesis of (+)-minfiensine was realized using this strategy. The present method enables access to the common core structure of a series of monoterpene indole alkaloids, such as vincorine, echitamine, and aspidosphylline A.

Angewandte Chemie, International Edition published new progress about Cyclization, stereoselective. 152140-65-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C54H42N2O2P2, Product Details of C54H42N2O2P2.

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

Bates, Roderick W.; Li, Lu; Palani, Kalpana; Phetsang, Wanida; Loh, Joanna Kejun published the artcile< Synthesis of the Tetrahydropyran Fragment of Bistramide D>, SDS of cas: 152140-65-3, the main research area is bistramide D tetrahydropyran fragment enantioselective preparation.

A synthesis of the tetrahydropyran (THP) moiety of bistramide D has been completed by using cross-metathesis and kinetically controlled intramol. oxa-Michael addition to form the ring with excellent trans selectivity. The C9 Me substituent was introduced by using an unsaturated sulfone building block, which can be most effectively prepared through a combination of diastereoselective allylation and alkene isomerisation. The effect of this Me group on subsequent cross-metathesis reactions can be mitigated by careful choice of reaction conditions.

Asian Journal of Organic Chemistry published new progress about Cross-metathesis. 152140-65-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C54H42N2O2P2, SDS of cas: 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

Trost, Barry M.; Xu, Jiayi; Schmidt, Thomas published the artcile< Ligand Controlled Highly Regio- and Enantioselective Synthesis of α-Acyloxyketones by Palladium-Catalyzed Allylic Alkylation of 1,2-Enediol Carbonates>, Recommanded Product: N,N’-(11R,12R)-(9,10-Dihydro-9,10-ethanoanthracene-11,12-diyl)bis[2-(diphenylphosphino)benzamide], the main research area is enediol carbonate allyl alkylation palladium catalysis ligand; acetoxyketone asym preparation.

The palladium-catalyzed decarboxylative asym. allylic alkylation of allyl 1,2-enediol carbonates can decompose to either α-hydroxyketones or α-hydroxyaldehydes. The product distribution is largely controlled by the ligand. Using Lnaph in DME the ketone product is obtained in good to excellent yields and high enantiomeric excesses. The reaction proceeds under extremely mild conditions and was tested with a broad range of ester substrates. Besides commonly used protection groups, such as OAc and OPiv, a more functionalized group, Me but-2-enoyl, is also used that can eventually afford other synthetically interesting structures.

Journal of the American Chemical Society published new progress about Alkyl aryl ketones Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 152140-65-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C54H42N2O2P2, Recommanded Product: N,N’-(11R,12R)-(9,10-Dihydro-9,10-ethanoanthracene-11,12-diyl)bis[2-(diphenylphosphino)benzamide].

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

Park, Jihye; Kim, Young Kwang; Kim, Guncheol published the artcile< Stereoselective formal synthesis of (-)-mesembrane via asymmetric allylation and resoluting condensation reactions>, Safety of N,N’-(11R,12R)-(9,10-Dihydro-9,10-ethanoanthracene-11,12-diyl)bis[2-(diphenylphosphino)benzamide], the main research area is phenylcyclohexanone asym asym allylation; oxocyclohexaneacetamide intramol cyclocondensation resolution; mesembrane stereoselective formal synthesis.

A selective pathway to (-)-mesembrane by a combination of enantioselective allylation and intramol. amide-ketone cyclization was developed.

Bulletin of the Korean Chemical Society published new progress about Allylation, stereoselective. 152140-65-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C54H42N2O2P2, Safety of N,N’-(11R,12R)-(9,10-Dihydro-9,10-ethanoanthracene-11,12-diyl)bis[2-(diphenylphosphino)benzamide].

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

Trost, Barry M.; Nagaraju, Anugula; Wang, Feijun; Zuo, Zhijun; Xu, Jiayi; Hull, Kami L. published the artcile< Palladium-Catalyzed Decarboxylative Asymmetric Allylic Alkylation of Dihydroquinolinones>, Application of C54H42N2O2P2, the main research area is palladium catalyst decarboxylative asym allylic alkylation dihydroquinolinone.

A palladium-catalyzed decarboxylative asym. allylic alkylation (Pd-DAAA) of benzo-fused and non-benzo-fused δ-valerolactams is disclosed. This methodol. gives access to chiral lactams bearing C3-quaternary stereocenters, which are central to many natural products and biol. active compounds The reaction proceeds via palladium-catalyzed ionization of an allyl ester, followed by carbon dioxide extrusion and recombination of the electrophilic Pd-π-allyl complex with the in situ generated lactam enolate. This final step converts racemic allylic ester starting materials into enantiomerically enriched substituted lactams with high yield and enantiomeric excess.

Organic Letters published new progress about Allylic alkylation catalysts, stereoselective. 152140-65-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C54H42N2O2P2, Application of C54H42N2O2P2.

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