Heterocyclic Building Blocks-Quinuclidine

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: Bis(norbornadiene)rhodium (I) tetrafluoroborate(SMILESS: [F-][B+3]([F-])([F-])[F-].C12=C3[Rh+]14567(C8=C5C9C6=C7C8C9)C%10=C4C2CC3%10,cas:36620-11-8) is researched.SDS of cas: 36620-11-8. The article 《Enantioselective Hydrogenation of Endocyclic Enones: the Solution to a Historical Problem》 in relation to this compound, is published in Chinese Journal of Chemistry. Let’s take a look at the latest research on this compound (cas:36620-11-8).

Herein, an efficient method to reduce endocyclic enones with mol. hydrogen was reported. Catalyzed by a rhodium/Zhaophos complex, a variety of enones with five-, six- or seven-member ring were hydrogenated with high enantioselectivity (92%-99% ee). Excellent chemo- and enantioselectivity demonstrated this method was successfully applied in the enantioselective hydrogenation of citral to produce enantio-enriched citronellal.

Although many compounds look similar to this compound(36620-11-8)Formula: C14H8BF4Rh, numerous studies have shown that this compound(SMILES:[F-][B+3]([F-])([F-])[F-].C12=C3[Rh+]14567(C8=C5C9C6=C7C8C9)C%10=C4C2CC3%10), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

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Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

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 Facile access to chiral 4-substituted chromanes through Rh-catalyzed asymmetric hydrogenation, the main research direction is chromane preparation enantioselective; chromanylidene acetate asym hydrogenation rhodium catalyst.SDS of cas: 36620-11-8.

Rh/ZhaoPhos-catalyzed asym. hydrogenation of a series of (E)-2-(chroman-4-ylidene)acetates I (R = H, Cl, F, MeO; R1 = CO2Me, CO2Et, CO2iPr) was successfully developed to prepare various chiral 4-substituted chromanes II with high yields and excellent enantioselectivities (up to 99% yield, 98% ee). Moreover, the gram-scale hydrogenation could be performed well in the presence of 0.02 mol% catalyst loading (TON = 5000) and the hydrogenation product II (R = H, R1 = CO2Et) was easily converted to access other important compounds, II (R = H, R1 = CO2H, CH2OH) which demonstrated the synthetic utility of this asym. catalytic methodol.

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Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called A rhodium-catalyzed Sonogashira-type coupling exploiting C-S functionalization: orthogonality with palladium-catalyzed variants, published in 2019, which mentions a compound: 36620-11-8, Name is Bis(norbornadiene)rhodium (I) tetrafluoroborate, Molecular C14H8BF4Rh, Synthetic Route of C14H8BF4Rh.

This report concerns the development of an efficient Sonogashira-type coupling of arylmethylsulfides and terminal alkynes to generate aryl alkyne motifs. Orthogonal reactivity between traditional Pd catalysts, and the Rh catalysts employed, results in the ability to selectively activate either the C-S bond or C-X bond through catalyst choice. The Rh-bisphosphine catalyst has further been shown to be able to effect a hydroacylation-Sonogashira tandem sequence, and in combination with further onward reactions has been used in the synthesis of heterocycles and polycyclic systems.

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Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Application In Synthesis of (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. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. 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, is researched, Molecular C18H13BCl3F4N3O, CAS is 1214711-48-4, about Enantioselective Medium-Ring Lactone Synthesis through an NHC-Catalyzed Intramolecular Desymmetrization of Prochiral 1,3-Diols. Author is Wu, Zijun; Wang, Jian.

A highly enantioselective intramol. annulation reaction of 1,3-diols catalyzed by a triazolium N-heterocyclic carbene (NHC) precatalyst is disclosed, affording the corresponding medium-sized lactones in moderate to good yields with high enantioselectivities. It is worth noting that this compatible catalytic system was successfully applied to assemble a broad range of chiral medium-sized lactones, including ones with eight-, nine-, ten-, eleven-, and twelve-membered rings.

Although many compounds look similar to this compound(1214711-48-4)Application In Synthesis of (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, numerous studies have shown that this compound(SMILES: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), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: Bis(norbornadiene)rhodium (I) tetrafluoroborate(SMILESS: [F-][B+3]([F-])([F-])[F-].C12=C3[Rh+]14567(C8=C5C9C6=C7C8C9)C%10=C4C2CC3%10,cas:36620-11-8) is researched.Recommanded Product: 36620-11-8. The article 《Scalable Asymmetric Synthesis of MK-8998, a T-type Calcium Channel Antagonist》 in relation to this compound, is published in Journal of Organic Chemistry. Let’s take a look at the latest research on this compound (cas:36620-11-8).

Two scalable and efficient synthetic routes for the synthesis of a T-type calcium channel antagonist MK-8998 were developed from a simple pyridine building block. The key step to set the stereochem. relied on either chiral rhodium catalyst-mediated asym. hydrogenation of an enamide or transamination of an arylketone that provided the corresponding product in high enantioselectivity and high yield.

Although many compounds look similar to this compound(36620-11-8)Application In Synthesis of Bis(norbornadiene)rhodium (I) tetrafluoroborate, numerous studies have shown that this compound(SMILES:[F-][B+3]([F-])([F-])[F-].C12=C3[Rh+]14567(C8=C5C9C6=C7C8C9)C%10=C4C2CC3%10), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

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Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Recommanded Product: 36620-11-8. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: Bis(norbornadiene)rhodium (I) tetrafluoroborate, is researched, Molecular C14H8BF4Rh, CAS is 36620-11-8, about Highly chemo- and enantioselective Rh-catalyzed hydrogenation of β-sulfonyl-α,β-unsaturated ketones: Access to chiral γ-ketosulfones. Author is Liu, Gang; Yin, Congcong; Yang, Xuanliang; Li, Anqi; Wang, Minyan; Zhang, Xumu; Dong, Xiu-Qin.

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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Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Synthetic Route of C14H8BF4Rh. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: Bis(norbornadiene)rhodium (I) tetrafluoroborate, is researched, Molecular C14H8BF4Rh, CAS is 36620-11-8, about Sequential Catalytic Functionalization of Aryltriazenyl Aldehydes for the Synthesis of Complex Benzenes.

We demonstrate that aryltriazenes can promote three distinctive types of C-H functionalization reactions, allowing the preparation of complex benzene mols. with diverse substitution patterns. 2-Triazenylbenzaldehydes are shown to be efficient substrates for Rh(I)-catalyzed intermol. alkyne hydroacylation reactions. The resulting triazene-substituted ketone products can then undergo either a Rh(III)-catalyzed C-H activation, or an electrophilic aromatic substitution reaction, achieving multifunctionalization of the benzene core. Subsequent triazene derivatization provides traceless products.

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Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: Bis(norbornadiene)rhodium (I) tetrafluoroborate(SMILESS: [F-][B+3]([F-])([F-])[F-].C12=C3[Rh+]14567(C8=C5C9C6=C7C8C9)C%10=C4C2CC3%10,cas:36620-11-8) is researched.Computed Properties of C18H13BCl3F4N3O. The article 《P-Chirogenic Diphosphazanes with Axially Chiral Substituents and Their Use in Rh-Catalyzed Asymmetric Hydrogenation》 in relation to this compound, is published in Journal of Organic Chemistry. Let’s take a look at the latest research on this compound (cas:36620-11-8).

A convenient synthesis of enantiopure P-chirogenic diphosphazanes incorporating bulky bisphenol and 1,1′-bi-2-naphthol-derived substituents via the functionalization of a readily accessible enantiopure lithium phosphinoamide with chlorophosphoridites was developed. Since the product requires no subsequent deprotection, the protocol provides an easy, convenient synthesis of P-chirogenic ligands on the gram scale. The ligands were applied in the Rh-catalyzed asym. hydrogenation of benchmark substrates furnishing enantiomeric excess values up to 96%.

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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: (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, is researched, Molecular C18H13BCl3F4N3O, CAS is 1214711-48-4, about N-Heterocyclic carbene-catalyzed desymmetrization of functionalized 1,4-dienes via Stetter Reaction, the main research direction is desymmetrization diene Stetter reaction heterocyclic carbene catalyst; asym desymmetrization diene heterocyclic carbene catalyst; ketone cyclic enantioselective synthesis; Stetter umpolung reaction asym desymmetrization diene.Computed Properties of C18H13BCl3F4N3O.

The asym. desymmetrization of 1,4-dienes via chiral N-heterocyclic carbene catalyzed Stetter-type umpolung reaction was demonstrated. A variety of differently substituted dienes were tolerated very well, affording cyclic ketones with two consecutive stereogenic centers (including one quaternary carbon) in moderate to high yields and with high to excellent enantioselectivities. This work expanded both reaction types of catalytic diene desymmetrizations and substrate diversity in NHC catalyzed desym. transformations.

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Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Formula: C18H13BCl3F4N3O. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. 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, is researched, Molecular C18H13BCl3F4N3O, CAS is 1214711-48-4, about Kinetic resolution of β-ketoesters with quaternary stereocenters via a carbene-catalyzed benzoin reaction. Author is Zehra, Syeda Tazeen; Zhang, Guoxiang; Yang, Shuang; Fang, Xinqiang.

Chiral β-ketoesters (S)-2-H(O)CC6H4CH2C(R2)(C(O)R1)C(O)OR3 [R1 = Ph, thiophen-2-yl, cyclopropyl, etc.; R2 = allyl, benzyl, (4-methylphenyl)methyl, etc.; R3 = Et, Bn] and Et (R)-2-benzoyl-2-(3-oxopropyl)pent-4-enoate bearing fully substituted carbon centers are important building blocks in organic synthesis. Mono-substituted ketoesters rac-2-H(O)CC6H4CH2C(R2)(C(O)R1)C(O)OR3 and Et 2-benzoyl-2-(3-oxopropyl)pent-4-enoate have been widely used to synthesize the above compounds through asym. additions or substitutions. The limitations of these protocols mainly exist in the substrate scopes, and α-Me or α-fluoro-substituted β-ketoesters or acetyl acetates are frequently used owing to their relatively higher reactivity. To break through this limitation, N-heterocyclic carbene e.g., I catalyzed kinetic resolution to achieve the access to enantioenriched β-ketoesters with quaternary stereocenters was employed. Sterically more bulky groups such as benzyl, allyl, Ph and cyclopropyl groups are all tolerated using this method.

Compounds in my other articles are similar to this one((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)Formula: C18H13BCl3F4N3O, you can compare them to see their pros and cons in some ways,such as convenient, effective and so on.

Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider