Month: March 2022

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, RSC Advances called Structural exploration of rhodium catalysts and their kinetic studies for efficient parahydrogen-induced polarization by side arm hydrogenation, Author is Itoda, Marino; Naganawa, Yuki; Ito, Makoto; Nonaka, Hiroshi; Sando, Shinsuke, which mentions a compound: 36620-11-8, SMILESS is [F-][B+3]([F-])([F-])[F-].C12=C3[Rh+]14567(C8=C5C9C6=C7C8C9)C%10=C4C2CC3%10, Molecular C14H8BF4Rh, Recommanded Product: Bis(norbornadiene)rhodium (I) tetrafluoroborate.

Parahydrogen-induced polarization (PHIP) is a rapid and cost-effective hyperpolarization technique using transition metal-catalyzed hydrogenation with parahydrogen. We examined rhodium catalysts and their kinetic studies, rarely considered in the research of current PHIP. It emerged that rhodium complexes with electron-donating bisphosphine ligands, with a dicyclohexylphosphino group, appear to be more effective than conventional rhodium catalysts.

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Quinuclidine | C7H13N | ChemSpider

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Bis(norbornadiene)rhodium (I) tetrafluoroborate, is researched, Molecular C14H8BF4Rh, CAS is 36620-11-8, about Stereocontrol in the synthesis of cyclic amino acids: A new ligand for directed hydrogenation through hydrogen bonding, the main research direction is Lincomycin hygric acid synthesis hydrogenation; Argatroban pipecolic acid synthesis; cyclic amino acid diastereoselective synthesis ligand hydrogenation hydrogen bond; hydrogenation reaction mechanism DFT free energy; aminobutenol alkylation allyl halide ring closing metathesis hydrogenation.Recommanded Product: Bis(norbornadiene)rhodium (I) tetrafluoroborate.

A system for the directed hydrogenation of nitrogen heterocycles is described in which hydrogen is delivered cis to a hydroxymethyl group by a rhodium catalyst with a simple phosphine ligand. The chem. is applied to the synthesis of the hygric acid moiety of Lincomycin and the pipecolic acid moiety of Argatroban. A series of control experiments indicate that the stereoselectivity is a result of a combination of both coordination and hydrogen bonding.

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Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Bis(norbornadiene)rhodium (I) tetrafluoroborate, is researched, Molecular C14H8BF4Rh, CAS is 36620-11-8, about Large Scale Practical Synthesis of Enantiomerically Pure cis-4-Amino-3-fluoro-1-methylpiperidine via Rhodium-Catalyzed Asymmetric Hydrogenation of a Tetrasubstituted Fluoroalkene, the main research direction is amino fluoro methylpiperidine enantioselective regioselective chemoselective green preparation scaleup; tetrasubstituted fluoroalkene hydrogenation rhodium catalyst.Synthetic Route of C14H8BF4Rh.

The development of multi kilo-gram scale green and economical synthetic route of enantiomerically pure cis-4-amino-3-fluoro-1-methylpiperidine I was described. The synthesis featured a highly regio-, chemo- and enantioselective asym. hydrogenation of N-benzyl-4-((tert-butoxycarbonyl)amino)-5-fluoro-tetrahydropyridinium chloride. No purification or chiral enrichment was necessary due to high selectivity resulting from proper selection of catalyst system Rh(NBD)2(BF4) and Walphos 003. The crude product N-benzyl piperidine was carried directly to N-methylpiperidine utilizing a highly effective one-pot debenzylation and reductive amination protocol. The target compound 1•2HCl was prepared in 66-68% overall yield with >99% ee and >98.5% purity from available compound 3-fluoropyridin-4-amine with a Process Mass Intensity of 150.

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Quinuclidine – Wikipedia,
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Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 1214711-48-4, is researched, SMILESS is ClC1=C(N2N=C3[N+]([C@@]4([H])[C@@](CC5=C4C=CC=C5)([H])OC3)=C2)C(Cl)=CC(Cl)=C1.F[B-](F)(F)F, Molecular C18H13BCl3F4N3OJournal, Article, Chemical Science called Asymmetric NHC-catalyzed synthesis of α-fluoroamides from readily accessible α-fluoroenals, Author is Wheeler, Philip; Vora, Harit U.; Rovis, Tomislav, the main research direction is enantioselective alpha fluoroamide preparation unsaturated aldehyde amine hydrochloride; diastereoselective alpha fluoroamide synthesis enantioenriched amine alpha fluoroenal reactant; nitrogen heterocyclic carbene catalyst redox amidation alpha fluoroamide preparation; amide functionalization amine fluorohydrin preparation enantioenrichment retention.Recommanded Product: (5aS,10bR)-2-(2,4,6-Trichlorophenyl)-4,5a,6,10b-tetrahydro-2H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazin-11-ium tetrafluoroborate.

The scope of the NHC-redox amidation has been expanded to include a variety of α,β-unsaturated aldehydes, including α-fluoro α,β-unsaturated aldehydes, which give rise to enantioenriched α-fluoroamides in good to excellent yield and enantioselectivity (up to 97% ee). Enantioenriched amines may be elaborated to either diastereomer of the product in high diastereoselectivity (up to 99 : 1). Functionalization of the amide products to amines and fluorohydrins is also demonstrated with retention of enantioenrichment at the fluorine stereocenter.

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Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: Bis(norbornadiene)rhodium (I) tetrafluoroborate( cas:36620-11-8 ) is researched.HPLC of Formula: 36620-11-8.Liu, Gang; Yin, Congcong; Yang, Xuanliang; Li, Anqi; Wang, Minyan; Zhang, Xumu; Dong, Xiu-Qin published the article 《Highly chemo- and enantioselective Rh-catalyzed hydrogenation of β-sulfonyl-α,β-unsaturated ketones: Access to chiral γ-ketosulfones》 about this compound( cas:36620-11-8 ) in Organic Letters. Keywords: chiral gamma ketosulfone preparation sulfonyl unsaturated Ketone enantioselective hydrogenation. Let’s learn more about this compound (cas:36620-11-8).

Rh-catalyzed highly chemo- and enantioselective hydrogenation of β-sulfonyl-α,β-unsaturated ketones was first successfully developed. Remarkably, a variety of enantioenriched γ-ketosulfones were generated in good to high yields with excellent chemo/enantioselectivities (82-99% yields, >99:1 chemoselectivity, 88 to >99% ee). Moreover, the gram-scale asym. hydrogenation was carried out smoothly in 97% yield and 97% ee. Preliminary DFT computations furnished a reasonable explanation for the high chemoselectivity and enantioselectivity.

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Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (5aS,10bR)-2-(2,4,6-Trichlorophenyl)-4,5a,6,10b-tetrahydro-2H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazin-11-ium tetrafluoroborate( cas:1214711-48-4 ) is researched.Application of 1214711-48-4.Zhao, Changgui; Li, Fangyi; Wang, Jian published the article 《N-Heterocyclic Carbene Catalyzed Dynamic Kinetic Resolution of Pyranones》 about this compound( cas:1214711-48-4 ) in Angewandte Chemie, International Edition. Keywords: pyranone hydroxy preparation enantioselective diastereoselective redox esterification alkenal alkynal; ester oxopyranyl asym synthesis; hydroxy pyranone redox esterification dynamic kinetic resolution unsaturated aldehyde; N-heterocyclic carbenes; catalysis; dynamic kinetic resolution; glycosylation; pyranones. Let’s learn more about this compound (cas:1214711-48-4).

The dynamic kinetic resolution of 6-hydroxypyranones I [R1 = H, R2 = H, Me, Et, n-Pr, i-Pr, H2C:CHCH2CH2, t-BuSiMe2OCH2; R1 = R2 = Me, Et, cyclopropyl, Ph; R1R2 = (CH2)3, CH2OCH2, etc.; R3 = H, Me, PhCH2CH2; R4 = H, Me, Et, PhCH2CH2, PhCH2OCH2; R3R4 = (CH2)3, (CH2)4] with enals R5CH:CHCHO (R5 = cyclohexyl, Ph, 4-MeOC6H4, etc.) or alkynals R5CCCHO (R5 = 4-MeOC6H4, cyclopentyl, n-octyl, etc.) through an asym. redox esterification was catalyzed by a chiral N-heterocyclic carbene. The resulting esters II were obtained in good to high yields and with high levels of enantio- and diastereocontrol. The reaction products were further derivatized to obtain functionalized sugar derivatives and natural products.

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Zhao, Changgui; Li, Fangyi; Wang, Jian published the article 《N-Heterocyclic Carbene Catalyzed Dynamic Kinetic Resolution of Pyranones》. Keywords: pyranone hydroxy preparation enantioselective diastereoselective redox esterification alkenal alkynal; ester oxopyranyl asym synthesis; hydroxy pyranone redox esterification dynamic kinetic resolution unsaturated aldehyde; N-heterocyclic carbenes; catalysis; dynamic kinetic resolution; glycosylation; pyranones.They researched the compound: (5aS,10bR)-2-(2,4,6-Trichlorophenyl)-4,5a,6,10b-tetrahydro-2H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazin-11-ium tetrafluoroborate( cas:1214711-48-4 ).Product Details of 1214711-48-4. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:1214711-48-4) here.

The dynamic kinetic resolution of 6-hydroxypyranones I [R1 = H, R2 = H, Me, Et, n-Pr, i-Pr, H2C:CHCH2CH2, t-BuSiMe2OCH2; R1 = R2 = Me, Et, cyclopropyl, Ph; R1R2 = (CH2)3, CH2OCH2, etc.; R3 = H, Me, PhCH2CH2; R4 = H, Me, Et, PhCH2CH2, PhCH2OCH2; R3R4 = (CH2)3, (CH2)4] with enals R5CH:CHCHO (R5 = cyclohexyl, Ph, 4-MeOC6H4, etc.) or alkynals R5CCCHO (R5 = 4-MeOC6H4, cyclopentyl, n-octyl, etc.) through an asym. redox esterification was catalyzed by a chiral N-heterocyclic carbene. The resulting esters II were obtained in good to high yields and with high levels of enantio- and diastereocontrol. The reaction products were further derivatized to obtain functionalized sugar derivatives and natural products.

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Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: Bis(norbornadiene)rhodium (I) tetrafluoroborate( cas:36620-11-8 ) is researched.Recommanded Product: 36620-11-8.Duan, Chang-Lin; Tan, Yun-Xuan; Zhang, Jun-Li; Yang, Shiping; Dong, Han-Qing; Tian, Ping; Lin, Guo-Qiang published the article 《Highly Enantioselective Rhodium-Catalyzed Cross-Addition of Silylacetylenes to Cyclohexadienone-Tethered Internal Alkynes》 about this compound( cas:36620-11-8 ) in Organic Letters. Keywords: enantioselective rhodium catalyst cross addition silylacetylene cyclohexadienone internal alkyne; regioselective stereoselective cross addition. Let’s learn more about this compound (cas:36620-11-8).

The first highly enantioselective rhodium-catalyzed cross-addition of silylacetylenes to cyclohexadienone-tethered internal alkynes has been achieved via a tandem process: regioselective alkynylation of the internal alkynes and subsequent intramol. conjugate addition to the cyclohexadienones, affording the cis-hydrobenzofuran frameworks with good yields (up to 88% yield) and excellent enantioselectivities (90%-96% ee). This mild reaction showed perfect atom economy and broad functional group tolerance. Furthermore, a gram-scale experiment and diverse further conversions of the cyclization products were also presented.

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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 36620-11-8, is researched, Molecular C14H8BF4Rh, about How Cationic Metalloligands Affect the Coordination of Lewis Basic Ligands in RhI Complexes, the main research direction is pyridylphosphine rhodium cationic metalloligand Lewis basic preparation crystal structure; hydroformylation catalyst phosphinopyridine rhodium cationic complex preparation; crystal mol structure phosphinopyridine rhodium metalloligand zinc magnesium complex.Computed Properties of C14H8BF4Rh.

A series of RhI complexes featuring cationic diphosphinometal ligands (PMPn+) has been synthesized, and the effect of the dative RhI → Mn+ interactions on other ligands coordinated to the RhI center were studied. The Rh-CO bond strength in square pyramidal [(PMP)Rh(CO)X]n+-type complexes (X = Cl, H) is dominated by the charge of the metalloligand. Complex [(PZnP)Rh(CO)H](NTf2)2 (7) was evaluated for its competence in hydroformylation catalysis. Computational anal. of octahedral [(PMP)Rh(CO)2H]n+ model complexes revealed a strengthening of the Rh-CO bond trans to the metalloligand with increasing at. number of the metalloligand.

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Related Products of 36620-11-8. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: Bis(norbornadiene)rhodium (I) tetrafluoroborate, is researched, Molecular C14H8BF4Rh, CAS is 36620-11-8, about Kinetic Resolution of Racemic 3,4-Disubstituted 1,4,5,6-Tetrahydropyridine and 3,4-Disubstituted 1,4- Dihydropyridines via Rh-Catalyzed Asymmetric Hydrogenation. Author is Li, Wendian; Yang, Hailong; Li, Ruihao; Lv, Hui; Zhang, Xumu.

Kinetic resolution of racemic 3,4-disubstituted 1,4,5,6-tetrahydropyridines and 3,4-disubstituted 1,4-dihydropyridines was developed by Rh-catalyzed asym. hydrogenation, affording chiral 3,4-disubstituted piperidines and chiral 3,4-disubstituted 1,4,5,6-tetrahydropyridines with high selectivity factors (s = up to 1057). Remarkably, all four stereoisomers of 3,4-disubstituted piperidine can be easily prepared using this method. Furthermore, the synthetic utility of this methodol. was demonstrated by efficient synthesis of antidepressant drug (-)-paroxetine.

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Reference:
Quinuclidine – Wikipedia,
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