Tag: M.W=500-600

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, N.I.H., Extramural, Research Support, Non-U.S. Gov’t, Journal of the American Chemical Society called Stereodivergent Allylation of Azaaryl Acetamides and Acetates by Synergistic Iridium and Copper Catalysis, Author is Jiang, Xingyu; Boehm, Philip; Hartwig, John F., which mentions a compound: 415918-91-1, SMILESS is C[C@@H](N(P1OC2=CC=C3C=CC=CC3=C2C4=C5C=CC=CC5=CC=C4O1)[C@@H](C6=CC=CC=C6)C)C7=CC=CC=C7, Molecular C36H30NO2P, SDS of cas: 415918-91-1.

We report stereodivergent allylic substitution reactions of allylic esters with prochiral enolates derived from azaaryl acetamides and acetates to form products from addition of the enolates at the most substituted carbon of an allyl moiety with two catalysts, a chiral metallacyclic iridium complex and a chiral bisphosphine-ligated copper(I) complex, which individually control the configuration of the electrophilic and nucleophilic carbon atoms, resp. By simple permutations of enantiomers of the two catalysts, all four stereoisomers I, II, III, and IV of products containing two stereogenic centers were synthesized individually with high diastereoselectivity and enantioselectivity. A variety of azaaryl acetamides and acetates bearing pyridyl, benzothiazolyl, benzoxazolyl, pyrazinyl, quinolinyl and isoquinolinyl moieties were all found to be suitable for this transformation.

The article 《Stereodivergent Allylation of Azaaryl Acetamides and Acetates by Synergistic Iridium and Copper Catalysis》 also mentions many details about this compound(415918-91-1)SDS of cas: 415918-91-1, you can pay attention to it, because details determine success or failure

Reference:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 Copper-catalyzed highly enantioselective synthesis of cyclic allylic and homoallylic alcohols with dialkylzinc reagents, published in 2005-02-01, which mentions a compound: 415918-91-1, Name is (11bR)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine, Molecular C36H30NO2P, Product Details of 415918-91-1.

The copper-phosphoramidite catalyzed addition of dialkylzinc reagents to racemic or meso allylic epoxides can be synthetically exploited in different ways, depending on the substrates and reaction conditions used.

The article 《Copper-catalyzed highly enantioselective synthesis of cyclic allylic and homoallylic alcohols with dialkylzinc reagents》 also mentions many details about this compound(415918-91-1)Product Details of 415918-91-1, you can pay attention to it, because details determine success or failure

Reference:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: (11bR)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine, is researched, Molecular C36H30NO2P, CAS is 415918-91-1, about Double Regioselective Asymmetric C-Allylation of Isoxazolinones: Iridium-Catalyzed N-Allylation Followed by an Aza-Cope Rearrangement.Related Products of 415918-91-1.

Isoxazolinones are biol. and synthetically interesting densely functionalized heterocycles, which for a long time were not accessible in enantioenriched form by asym. catalysis. Next to the deficit of enantioselective methods, the functionalization of isoxazolinones is often plagued by regioselectivity issues due to the competition of various nucleophilic centers within the heterocycles. The authors report the first regio- and enantioselective C-allylations of isoxazolinones. These occur with high regioselectivity in favor of the linear allylation products, although Ir phosphoramidite catalysts were used, which commonly results in branched isomers. The authors’ studies suggest that this outcome is the result of a reaction cascade via an initial regio- and enantioselective N-allylation to provide a branched allyl intermediate, followed by a spontaneous [3,3]-rearrangement resulting in chirality transfer.

Different reactions of this compound((11bR)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine)Related Products of 415918-91-1 require different conditions, so the reaction conditions are very important.

Reference:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of C36H30NO2P. 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: (11bR)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine, is researched, Molecular C36H30NO2P, CAS is 415918-91-1, about Enantioselective Iridium-Catalyzed Allylic Amination of Ammonia and Convenient Ammonia Surrogates. Author is Pouy, Mark J.; Leitner, Andreas; Weix, Daniel J.; Ueno, Satoshi; Hartwig, John F..

Iridium-catalyzed, asym. allylation of ammonia as a nucleophile occurs with stereoselectivity to form a sym. diallylamine (R,R)-H2C:CHCH(Ph)NHCH(Ph)CH:CH2, and related allylation of the inexpensive ammonia equivalent potassium trifluoroacetamide or the highly reactive ammonia equivalent lithium di-tert-butyliminodicarboxylate forms a range of conveniently protected, primary, α-branched allylic amines RCHXCH:CH2 [R = Ph, 4-MeOC6H4, n-heptyl, 2-furyl, etc.; X=NHCOCF3, N(Boc)2] in high yields, high branched-to-linear regioselectivities, and high enantiomeric excess. The reactions of ammonia equivalent were conducted with a catalyst generated from a phosphoramidite containing a single stereochem. element.

Different reactions of this compound((11bR)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine)Synthetic Route of C36H30NO2P require different conditions, so the reaction conditions are very important.

Reference:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application In Synthesis of (11bR)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: (11bR)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine, is researched, Molecular C36H30NO2P, CAS is 415918-91-1, about Mechanistic identification and improvement of a direct enantioconvergent transformation in copper-catalyzed asymmetric allylic alkylation. Author is Langlois, Jean-Baptiste; Emery, Daniel; Mareda, Jiri; Alexakis, Alexandre.

Recently, our group reported on the development of an unprecedented process in copper-catalyzed asym. allylic alkylation. This method allowed for the quant. transformation of a racemic substrate into an enantioenriched product. While a high level of asym. induction (up to 99% ee) was observed, the mechanistic understanding of the reaction remained fuzzy. In the present article, a thorough mechanistic anal., based on computational investigations, led to the identification of the reaction pathway. Notably, it uncovered that both enantiomers of the starting material converged independently to the same product via two different mechanistic routes. This specific feature established this process as a rare example of Direct Enantioconvergent Transformation. Finally, the modeling results prompted a valuable improvement of the reaction, relying on the use of a more accessible range of substrates.

Different reactions of this compound((11bR)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine)Application In Synthesis of (11bR)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine require different conditions, so the reaction conditions are very important.

Reference:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of (11bR)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine. 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: (11bR)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine, is researched, Molecular C36H30NO2P, CAS is 415918-91-1, about Origins of enantioselectivity during allylic substitution reactions catalyzed by metallacyclic iridium complexes. Author is Madrahimov, Sherzod T.; Hartwig, John F..

Chiral iridium binaphthyl phosphoramidite allyl complexes catalyze asym. nucleophilic allylic substitution of cinnamyl carbonates with aniline, lithium phenoxide and sodium di-Me malonate, providing 1-substituted allylarenes with high branched/linear regioselectivity and ee values varied from 25 to 96% ee; kinetics and mechanism of the reaction are presented. In depth mechanistic studies of iridium catalyzed regioselective and enantioselective allylic substitution reactions are presented. A series of cyclometalated allyliridium complexes that are kinetically and chem. competent to be intermediates in the allylic substitution reactions was prepared and characterized by 1D and 2D NMR spectroscopies and single-crystal x-ray diffraction. The rates of epimerization of the less thermodynamically stable diastereomeric allyliridium complexes to the thermodynamically more stable allyliridium stereoisomers were measured. The rates of nucleophilic attack by aniline and by N-methylaniline on the isolated allyliridium complexes were also measured. Attack on the thermodynamically less stable allyliridium complex was found to be orders of magnitude faster than attack on the thermodynamically more stable complex, yet the major enantiomer of the catalytic reaction is formed from the more stable diastereomer. Comparison of the rates of nucleophilic attack to the rates of epimerization of the diastereomeric allyliridium complexes containing a weakly coordinating counterion showed that nucleophilic attack on the less stable allyliridium species is much faster than conversion of the less stable isomer to the more stable isomer. These observations imply that Curtin-Hammett conditions are not met during iridium catalyzed allylic substitution reactions by η3-η1-η3 interconversion. Rather, these data imply that when these conditions exist for this reaction, they are created by reversible oxidative addition, and the high selectivity of this oxidative addition step to form the more stable diastereomeric allyl complex leads to the high enantioselectivity. The stereochem. outcome of the individual steps of allylic substitution was assessed by reactions of deuterium-labeled substrates. The allylic substitution was shown to occur by oxidative addition with inversion of configuration, followed by an outer sphere nucleophilic attack that leads to a second inversion of configuration. This result contrasts the changes in configuration that occur during reactions of molybdenum complexes studied with these substrates previously. In short, these studies show that the factors that control the enantioselectivity of iridium-catalyzed allylic substitution are distinct from those that control enantioselectivity during allylic substitution catalyzed by palladium or molybdenum complexes and lead to the unique combination of high regioselectivity, enantioselectivity, and scope of reactive nucleophile.

The article 《Origins of enantioselectivity during allylic substitution reactions catalyzed by metallacyclic iridium complexes》 also mentions many details about this compound(415918-91-1)Reference of (11bR)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine, you can pay attention to it, because details determine success or failure

Reference:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Chen, Ming; Hartwig, John F. published the article 《Iridium-catalyzed enantioselective allylic substitution of unstabilized enolates derived from α,β-unsaturated ketones》. Keywords: allylic carbonate silyl enolate enantioselective allylic substitution iridium catalyst; allylated enone preparation enantioselective; asymmetric allylic substitution; asymmetric catalysis; unstabilized enolates; α,β-unsaturated ketones.They researched the compound: (11bR)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine( cas:415918-91-1 ).Recommanded Product: 415918-91-1. 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:415918-91-1) here.

Ir-catalyzed, enantioselective allylic substitution reactions of unstabilized silyl enolates derived from α,β-unsaturated ketones were reported. Asym. allylic substitution of a variety of allylic carbonates with silyl enolates gave allylated products in 62-94 % yield with 90-98 % ee and >20:1 branched-to-linear selectivity. The synthetic utility of this method was illustrated by the short synthesis of an anticancer agent, TEI-9826.

Although many compounds look similar to this compound(415918-91-1)Recommanded Product: 415918-91-1, numerous studies have shown that this compound(SMILES:C[C@@H](N(P1OC2=CC=C3C=CC=CC3=C2C4=C5C=CC=CC5=CC=C4O1)[C@@H](C6=CC=CC=C6)C)C7=CC=CC=C7), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

Reference:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Assessing the Activity of Lewis Bases Organocatalysts in Halonium-Induced Carbocyclization Reactions, published in 2018-06-30, which mentions a compound: 415918-91-1, mainly applied to Lewis base organocatalyst halonium carbocyclization alkynylstyrene cinnamylaniline; phosphine phosphorus chalcogenide halosuccinimide catalyzed carbocyclization alkynylstyrene; halonium induced carbocyclization alkynylstyrene cinnamylaniline, Synthetic Route of C36H30NO2P.

Lewis bases were evaluated as catalysts for halocarbocyclization reactions of alkynylstyrenes and a cinnamylaniline derivative Phosphines and phosphorus chalcogenides exhibited high activity for the conversion of alkynylstyrenes in the presence of N-halosuccinimides with up to a 30-fold increase of the initial reaction rate with respect to the background reaction. Phosphorus sulfides and selenides showed the best catalytic activity for the iodocarbocyclization of a cinnamylaniline derivative in the presence of diiodohydantoin. An asym. variant of the iodocarbocyclization reaction of an alkynylstyrene using a chiral phosphorus selenide resulted in a modest enantioselectivity.

Although many compounds look similar to this compound(415918-91-1)Synthetic Route of C36H30NO2P, numerous studies have shown that this compound(SMILES:C[C@@H](N(P1OC2=CC=C3C=CC=CC3=C2C4=C5C=CC=CC5=CC=C4O1)[C@@H](C6=CC=CC=C6)C)C7=CC=CC=C7), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

Reference:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

SDS of cas: 415918-91-1. 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: (11bR)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine, is researched, Molecular C36H30NO2P, CAS is 415918-91-1, about (R)-2,2′-Binaphthoyl-(S,S)-di(1-phenylethyl) aminophosphine. Scalable protocols for the syntheses of phosphoramidite (Feringa) ligands.

Axial-chiral nonracemic 1,1-binaphthalene-2,2′-diyl N,N-dialkylphosphoramidites I [R1, R2 = CHMePh, iPr, PhCH2, 1-(1-naphthyl)ethyl, 1-naphthylmethyl, Me] were prepared by a two-step procedure, comprising heterocyclization of PCl3 with (1R)- or (1S)-2,2′-binaphthols to give the intermediate phosphorochloridites, followed by reaction with chiral amines HNR1R2. Thus, (1R)-(-)-1,1′-binaphthalene-2,2′-diyl phosphorochloridite (1) was prepared from (1R)-(+)-1,1′-bi(2-naphthol) and 9.6 equiv of PCl3 with quant. yield; reaction of 1 with (-)-[(1S)-MePhCH]2NH gave the ligand (Rax,S,S)-I [3, R1 = R2 = (1S)-MePhCH] with 86% yield.

Although many compounds look similar to this compound(415918-91-1)SDS of cas: 415918-91-1, numerous studies have shown that this compound(SMILES:C[C@@H](N(P1OC2=CC=C3C=CC=CC3=C2C4=C5C=CC=CC5=CC=C4O1)[C@@H](C6=CC=CC=C6)C)C7=CC=CC=C7), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

Reference:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Recommanded Product: (11bR)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: (11bR)-N,N-Bis[(1R)-1-phenylethyl]dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine, is researched, Molecular C36H30NO2P, CAS is 415918-91-1, about Iridium-Catalyzed Enantioselective Allylic Substitution of Aliphatic Esters with Silyl Ketene Acetals as the Ester Enolates. Author is Jiang, Xingyu; Hartwig, John F..

An iridium-catalyzed enantioselective allylic substitution of aliphatic esters (E)-R1CH:CHCH2OC(O)Ph (R1 = Ph, 4-MeC6H4, 2-thienyl, 3-pyridyl, etc.) with silyl ketene acetals R22C:C(OR3)SiMe3 [R2 = Me, Et; R22 = (CH2)3, (CH2)5, (CH2)2O(CH2)2, etc.; R3 = Me, i-Pr, t-Bu, Ph, etc.] to form products containing a quaternary carbon atom at the nucleophile moiety and a tertiary carbon atom at the electrophile moiety is reported. Under relatively neutral conditions, the allylated aliphatic esters H2C:CHCH(R1)CR22CO2R3 were obtained with excellent regio- and enantioselectivity. These products were readily converted into primary alcs., carboxylic acids, amides, isocyanates, and carbamates, as well as THF and γ-butyrolactone derivatives, without erosion of enantiomeric purity.

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Reference:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics