Day: April 11, 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, Article, Research Support, Non-U.S. Gov’t, Organic Letters called Rh-Catalyzed Asymmetric Hydrogenation of Unsaturated Medium-Ring NH Lactams: Highly Enantioselective Synthesis of N-Unprotected 2,3-Dihydro-1,5-benzothiazepinones, Author is Yin, Congcong; Yang, Tao; Pan, Yingmin; Wen, Jialin; Zhang, Xumu, 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: 36620-11-8.

A straightforward method to prepare 1,5-benzothiazepines was reported. Catalyzed by a Rh/Zhaophos complex, unsaturated cyclic NH lactams with a medium-size ring were hydrogenated smoothly, giving remarkably high enantioselectivities. The sulfur atom in the substrates did not bring an inhibition which was observed with com. available bisphosphine ligands. This method was successfully applied in the scale-up synthesis of (R)-(-)-thiazesim.

In addition to the literature in the link below, there is a lot of literature about this compound(Bis(norbornadiene)rhodium (I) tetrafluoroborate)Recommanded Product: 36620-11-8, illustrating the importance and wide applicability of this compound(36620-11-8).

Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Formula: C18H13BCl3F4N3O. 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: (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 Divergent Dynamic Kinetic Resolution of a Racemic Mixture of Four Stereoisomers via N-Heterocyclic Carbene Organocatalysis. Author is Vasamsetty, Laxmaiah; Kong, Xiangwen; Meng, Miao; Yang, Shuang; Xu, Weici; Reddy, Pogula Sreekanth; Fang, Xinqiang.

Racemic mixtures of four stereoisomers are easily formed via many fundamental organic transformations, but the direct utilities of these mixtures were less studied and remain large challenges to date. The authors introduce a new method, i.e., divergent dynamic kinetic resolution, to achieve the separation of racemic mixtures of four stereoisomers. The hypothesis was proved by using a N-heterocyclic carbene-catalyzed benzoin reaction, which afforded two separable diastereomeric products bearing three consecutive stereocenters with good to excellent enantioselectivities. The authors believe that this resolution protocol will find applications in more transformations.

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Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Product Details of 36620-11-8. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Bis(norbornadiene)rhodium (I) tetrafluoroborate, is researched, Molecular C14H8BF4Rh, CAS is 36620-11-8, about Halogen bonding effects on the outcome of reactions at metal centres. Author is Carreras, Lucas; Benet-Buchholz, Jordi; Franconetti, Antonio; Frontera, Antonio; van Leeuwen, Piet W. N. M.; Vidal-Ferran, Anton.

Key findings regarding the effects of ligand preorganization via halogen bonding on the outcome of reactions at rhodium are reported. An unprecedented halogen bonding-mediated oxidative addition of CAr-I bonds to rhodium with efficient formation of cyclometalated species deserves special mention.

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Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Quality Control of Bis(norbornadiene)rhodium (I) tetrafluoroborate. 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 (Z)-Selective Hydroboration of Terminal Alkynes Catalyzed by a PSP-Pincer Rhodium Complex. Author is Lyu, Yanzong; Toriumi, Naoyuki; Iwasawa, Nobuharu.

A highly (Z)-selective hydroboration of terminal alkynes was achieved using a thioxanthene-based PSP-pincer Rh catalyst. This hydroboration exhibited good chemoselectivity toward alkynes over carbonyl compounds such as ketones and aldehydes. The mechanistic studies indicated the involvement of Rh-vinylidene intermediates, and the high (Z)-selectivity could be attributed to the rigid and electron-rich nature of the PSP-Rh catalyst.

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Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

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, Article, Chemical Science called Diverse saturated heterocycles from a hydroacylation/conjugate addition cascade, Author is Iwumene, Ndidi U. N.; Moseley, Daniel. F.; Pullin, Robert D. C.; Willis, Michael C., 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, SDS of cas: 36620-11-8.

Rhodium-catalyzed hydroacylation using alkynes substituted with pendant nucleophiles, delivers linear α,β-unsaturated enone intermediates with excellent regioselectivity. These adducts are used to construct a broad range of diversely substituted, saturated O-, N- and S-heterocycles in a one-pot process. Judicious choice of cyclisation conditions enabled isolation of O-heterocycles with high levels of diastereoselectivity. A variety of derivatization reactions are also performed, generating functionalized hydroacylation products. This sequence serves as a general approach for the synthesis of fully saturated heterocycles.

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Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Formula: C14H8BF4Rh. 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 Rh(I)-Catalyzed enantioselective and scalable [4 + 2] cycloaddition of 1,3-dienes with dialkyl acetylenedicarboxylates. Author is Bao, Robert Li-Yuan; Yin, Junjie; Shi, Lei; Zheng, Limin.

An asym. intermol. [4 + 2] cycloaddition of 1,3-dienes with dialkyl acetylenedicarboxylates, which was catalyzed by a rhodium(I)-chiral phosphoramidite complex, was developed. This protocol provided a highly enantioselective access to prepare carbonyl substituted cyclohexa-1,4-dienes with up to 96% yield and >99% ee [e.g., di-Me acetylenedicarboxylate + (E)-1,3-nonadiene → I (96%, 99% ee)]. Notably, a cycloaddition on the 10 g scale gave the product in 92% yield and with 99% ee, which showed great potential for the scale-up synthesis of carbonyl substituted cyclohexa-1,4-dienes. In addition, oxidative aromatizations and hydrolysis of the products were also investigated.

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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.Category: quinuclidine. The article 《Phospholane-Phosphite Ligands for Rh Catalyzed Enantioselective Conjugate Addition: Unusually Reactive Catalysts for Challenging Couplings》 in relation to this compound, is published in European Journal of Organic Chemistry. Let’s take a look at the latest research on this compound (cas:36620-11-8).

The use of Rh catalysts derived from a phospholane-phosphite ligand were found to be more productive than the classic rhodium/BINAP system in enantioselective conjugate additions These catalysts enable the use of lower amounts of aryl boronic acid in an asym. arylation reaction that required an impractical excess of nucleophile. This catalyst was also found to enable the coupling of a poorly reactive Michael acceptor, N-CBz-2-3-dehydro-4-piperidone, or the coupling of poorly reactive 2-furyl boronic acids at ambient or near temperatures

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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.Category: quinuclidine.Lang, Qiwei; Yang, Huaxin; Gu, Guoxian; Feng, Qiang; Wen, Jialin; Zhang, Xumu published the article 《Enantioselective Hydrogenation of Endocyclic Enones: the Solution to a Historical Problem》 about this compound( cas:36620-11-8 ) in Chinese Journal of Chemistry. Keywords: cyclopentenone rhodium catalyst enantioselective chemoselective hydrogenation; cyclopentanone preparation. Let’s learn more about 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.

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Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Bao, Robert Li-Yuan; Yin, Junjie; Shi, Lei; Zheng, Limin published the article 《Rh(I)-Catalyzed enantioselective and scalable [4 + 2] cycloaddition of 1,3-dienes with dialkyl acetylenedicarboxylates》. Keywords: rhodium phosphoramidite catalyzed enantioselective cycloaddition diene acetylenedicarboxylate; cyclohexadiene carbonyl derivative enantioselective synthesis.They researched the compound: Bis(norbornadiene)rhodium (I) tetrafluoroborate( cas:36620-11-8 ).HPLC of Formula: 36620-11-8. 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:36620-11-8) here.

An asym. intermol. [4 + 2] cycloaddition of 1,3-dienes with dialkyl acetylenedicarboxylates, which was catalyzed by a rhodium(I)-chiral phosphoramidite complex, was developed. This protocol provided a highly enantioselective access to prepare carbonyl substituted cyclohexa-1,4-dienes with up to 96% yield and >99% ee [e.g., di-Me acetylenedicarboxylate + (E)-1,3-nonadiene → I (96%, 99% ee)]. Notably, a cycloaddition on the 10 g scale gave the product in 92% yield and with 99% ee, which showed great potential for the scale-up synthesis of carbonyl substituted cyclohexa-1,4-dienes. In addition, oxidative aromatizations and hydrolysis of the products were also investigated.

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Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Chen, Ziyi; Yin, Xuguang; Dong, Xiu-Qin; Zhang, Xumu published an article about the compound: Bis(norbornadiene)rhodium (I) tetrafluoroborate( cas:36620-11-8,SMILESS:[F-][B+3]([F-])([F-])[F-].C12=C3[Rh+]14567(C8=C5C9C6=C7C8C9)C%10=C4C2CC3%10 ).Computed Properties of C14H8BF4Rh. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:36620-11-8) through the article.

Rh/(S)-DTBM-SegPhos-catalyzed asym. hydrogenation of prochiral (Z)-2-(2-oxo-2H-benzo[b][1,4]oxazin-3(4H)-ylidene)acetate esters I (R = 6-F, 5-CH3, 7-Cl, etc.; R1 = CH3, C2H5) was successfully developed. A series of chiral dihydrobenzoxazinones (R)-II was prepared through efficient methodol. with good to excellent results (up to >99% conversion, 93% yield and >99% ee), which are important motifs in the biol. active mols.

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Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider