Tag: 141.1247

Highly Enantioselective and Diastereoselective 1,3-Dipolar Cycloaddition Reactions between Azomethine Imines and 3-Acryloyl-2-oxazolidinone Catalyzed by Binaphthyldiimine-Ni(II) Complexes was written by Suga, Hiroyuki;Funyu, Akira;Kakehi, Akikazu. And the article was included in Organic Letters in 2007.Related Products of 2043-21-2 This article mentions the following:

The first examples of high levels of asym. induction (97-74% ee) along with high diastereoselectivities (>99:1-64:36) in dipole-HOMO-/dipolarophile-LUMO-controlled asym. 1,3-dipolar cycloaddn between azomethine imines and 3-acryloyl-2-oxazolidinone were reported. Fused pyrazole derivatives I were synthesized by using a chiral BINIM-Ni(II) complex as a chiral Lewis acid catalyst. In the experiment, the researchers used many compounds, for example, 3-Acryloyloxazolidin-2-one (cas: 2043-21-2Related Products of 2043-21-2).

3-Acryloyloxazolidin-2-one (cas: 2043-21-2) belongs to oxazolidine derivatives. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries. Some reports highlighted again the effectiveness of oxazolidine-based compounds in driving the stereo- or diastereotopic outcome of chemical reactions.Related Products of 2043-21-2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

1,3-Dipolar cycloaddition of nitrones with alkenes in ionic liquids was written by Kolarovic, A.;Fisera, L.;Toma, S.;Pronayova, N.;Koos, M.. And the article was included in Polish Journal of Chemistry in 2007.Quality Control of 3-Acryloyloxazolidin-2-one This article mentions the following:

The first intermol. 1,3-dipolar cycloaddition of nitrones with alkene in ionic liquids is described. The ionic liquids were found to be effective media for the cycloaddition of dibenzylsubstituted nitrone or chiral sugar derived nitrones, e.g., I, with 3-acrylo-yl-1,3-oxazolidin-2-one. Excellent chem. yields (61-100%) and moderate diastereoselectivities can be achieved in imidazolium ionic solvents at room temperature The cycloaddition in ionic liquid is completely regioselective for chiral sugar derived nitrones in the absence or presence of Lewis acid with only the sterically favored 5-substituted isoxazolidines, e.g., II, being formed and for dibenzylsubstituted nitrone 5-substituted isoxazolidines are also major products. In the experiment, the researchers used many compounds, for example, 3-Acryloyloxazolidin-2-one (cas: 2043-21-2Quality Control of 3-Acryloyloxazolidin-2-one).

3-Acryloyloxazolidin-2-one (cas: 2043-21-2) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. Oxazolidines are cyclic condensation products of β-amino alcohols and aldehydes or ketone, and they undergo a facile and complete hydrolysis in aqueous solution. Alterations in carbonyl moiety control the rate of formation of a given β-amino alcohol. Oxazolidines are weaker bases (pKa 6–7) than parent β-amino alcohols and found to be more lipophilic than the parent compound at physiological pH.Quality Control of 3-Acryloyloxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Uranium(IV) BINOLate Heterobimetallics: Synthesis and Reactivity in an Asymmetric Diels-Alder Reaction was written by Robinson, Jerome R.;Carroll, Patrick J.;Walsh, Patrick J.;Schelter, Eric J.. And the article was included in Organometallics in 2013.Category: oxazolidine This article mentions the following:

The first heterobimetallic BINOLate complexes incorporating uranium were prepared, and their reactivity in an asym. Diels-Alder reaction was investigated. The contributions of both the Li⁺ and U^IV cations to the reaction selectivity were addressed through control of the two different Lewis acidic centers. The presence of an anionic ligand in the seventh coordination site of the central uranium cation resulted in enhanced selectivity compared to the Re(III) catalyst with the same alkali metal cation and represents the highest enantioselectivities obtained with a uranium-based catalyst to date. Addnl., a simple workup procedure to obtain organic products free of the trace radioactivity present in the reaction mixtures is described. In the experiment, the researchers used many compounds, for example, 3-Acryloyloxazolidin-2-one (cas: 2043-21-2Category: oxazolidine).

3-Acryloyloxazolidin-2-one (cas: 2043-21-2) belongs to oxazolidine derivatives. Oxazolidine-based compounds are well-known chiral auxiliaries and strategic molecular moieties in chemistry since they can effectively mask or mimic amino acid units or amino alcohols. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.Category: oxazolidine

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

C₂-Symmetric 2,2′-Bipyridine-α,α’-1-adamantyl-diol Ligand: Bulky Iron Complexes in Asymmetric Catalysis was written by Lauzon, Samuel;Schouwey, Lionel;Ollevier, Thierry. And the article was included in Organic Letters in 2022.HPLC of Formula: 2043-21-2 This article mentions the following:

The synthesis of a chiral 2,2′;-bipyridine-α,α’-1-adamantyl-diol ligand was achieved starting from com. available materials. The bulky ligand was synthesized in three steps in 40% overall yield and stereoselectivities up to 98% de and >99.5% ee for the S,S enantiomer. The absolute configuration and structural insights of an heptacoordinated 2,2′-bipyridine-α,α’-1-Ad-diol/FeII chiral complex were obtained from single crystal diffraction anal. The newly synthesized ligand was used in iron-catalyzed asym. Mukaiyama aldol, thia-Michael and Diels-Alder reactions. In the experiment, the researchers used many compounds, for example, 3-Acryloyloxazolidin-2-one (cas: 2043-21-2HPLC of Formula: 2043-21-2).

3-Acryloyloxazolidin-2-one (cas: 2043-21-2) belongs to oxazolidine derivatives. Oxazolidine-based compounds are well-known chiral auxiliaries and strategic molecular moieties in chemistry since they can effectively mask or mimic amino acid units or amino alcohols. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.HPLC of Formula: 2043-21-2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Diastereoselective synthesis of deprotectable isoxazolidines was written by Wang, Wentian;Rein, Kathleen S.. And the article was included in Tetrahedron Letters in 2013.COA of Formula: C6H7NO3 This article mentions the following:

Isoxazolidines are important synthetic targets due to their ability to act as nucleoside analogs. The 1,3-dipolar cycloaddition reaction of nitrones with alkenes is a powerful approach to the synthesis of isoxazolidines with the potential for control over absolute and relative stereoselectivity. However, removal of the most commonly used protecting groups without cleavage of the N-O bond is a significant challenge. The diastereoselective synthesis of benzhydryl protected isoxazolidines and the reductive cleavage of the benzhydryl protecting group with retention of the isoxazolidine ring are reported. In the experiment, the researchers used many compounds, for example, 3-Acryloyloxazolidin-2-one (cas: 2043-21-2COA of Formula: C6H7NO3).

3-Acryloyloxazolidin-2-one (cas: 2043-21-2) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. Oxazolidines are cyclic condensation products of β-amino alcohols and aldehydes or ketone, and they undergo a facile and complete hydrolysis in aqueous solution. Alterations in carbonyl moiety control the rate of formation of a given β-amino alcohol.COA of Formula: C6H7NO3

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Direct β-Alkylation of Aldehydes via Photoredox Organocatalysis was written by Terrett, Jack A.;Clift, Michael D.;MacMillan, David W. C.. And the article was included in Journal of the American Chemical Society in 2014.Product Details of 2043-21-2 This article mentions the following:

In the presence of a bis(C,N-dimethylphenylpyridinyl)(di-tert-butylbipyridinyl)iridium(III) complex as a photocatalyst and dicyclohexylamine as an organocatalyst, aldehydes such as octanal underwent chemoselective photochem. β-alkylation with electron-deficient alkenes such as H₂C:CRR¹ (R = H, Ph, 1-naphthyl, 4-MeOC₆H₄, 4-FC₆H₄, 4-ClC₆H₄, 2-BrC₆H₄; R¹ = PhCH₂O₂C, MeO₂C, NC, PhSO₂, 2-oxo-3-oxazolidinylcarbonyl) under blue LED light to give β-substituted aldehydes such as OHCCH₂CH(CH₂Bu)CH₂CHRR¹ (R = H, Ph, 1-naphthyl, 4-MeOC₆H₄, 4-FC₆H₄, 4-ClC₆H₄, 2-BrC₆H₄; R¹ = PhCH₂O₂C, MeO₂C, NC, PhSO₂, 2-oxo-3-oxazolidinylcarbonyl) in 50-83% yields. The reaction used the photochem. oxidation of enamines generated from aldehydes to yield enaminyl radicals as the key step. A benzyl oxodecenoate and a benzyl oxononenoate underwent chemoselective and stereoselective cyclization under the alkylation conditions to yield oxoethylcycloalkylacetates in 54% and 47% yields. Fluorescence quenching and EPR studies were used to study the reaction mechanism. In the experiment, the researchers used many compounds, for example, 3-Acryloyloxazolidin-2-one (cas: 2043-21-2Product Details of 2043-21-2).

3-Acryloyloxazolidin-2-one (cas: 2043-21-2) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. Some reports highlighted again the effectiveness of oxazolidine-based compounds in driving the stereo- or diastereotopic outcome of chemical reactions.Product Details of 2043-21-2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Iron Chloride-Catalyzed Three-Component Domino Sequences: Syntheses of Functionalized α-Oxy-N-acylhemiaminals and α-Oxyimides was written by Drouet, Fleur;Zhu, Jieping;Masson, Geraldine. And the article was included in Advanced Synthesis & Catalysis in 2013.COA of Formula: C6H7NO3 This article mentions the following:

The iron(III) chloride-multicatalyzed dioxygenation of enamides with TEMPO in the presence of alcs. was developed. This multicomponent domino process affords efficient new strategies for the synthesis of α-oxy-N-acylhemiaminals or α-oxyimides in good to excellent yields under mild conditions. In the experiment, the researchers used many compounds, for example, 3-Acryloyloxazolidin-2-one (cas: 2043-21-2COA of Formula: C6H7NO3).

3-Acryloyloxazolidin-2-one (cas: 2043-21-2) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. Chiral oxazolidines are widely used as chiral auxiliaries, chiral ligands, protecting and/or directing groups in a variety of asymmetric transformations, thanks also to their easy cleavage or their further elaboration possibilities.COA of Formula: C6H7NO3

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Asymmetric cycloaddition reactions between 2-benzopyrylium-4-olates and 3-(2-alkenoyl)-2-oxazolidinones in the presence of 2,6-bis(oxazolinyl)pyridine-lanthanoid complexes was written by Suga, Hiroyuki;Suzuki, Tomohiro;Inoue, Kei;Kakehi, Akikazu. And the article was included in Tetrahedron in 2006.Safety of 3-Acryloyloxazolidin-2-one This article mentions the following:

Highly enantioselective and endo-selective cycloaddition reactions were observed between carbonyl ylides, generated from o-(p-bromobenzyloxy)carbonyl-α-diazoacetophenone, and 3-crotonoyl-2-oxazolidinone using (4S,5S)-Pybox-4,5-Ph₂-Yb(OTf)₃ as the chiral Lewis acid catalyst. In contrast, high exo-selectivity was observed for the reaction of o-methoxycarbonyl-α-diazoacetophenone with 3-acryloyl-2-oxazolidinone under similar conditions as reported previously. In the case of cycloaddition reactions between 2-benzopyrylium-4-olate, generated from o-methoxycarbonyl-α-diazoacetophenone, and 3-cinnamoyl- or 3-[(E)-3-(ethoxycarbonyl)propenoyl]-2-oxazolidinones, using the same chiral Lewis acid, the reaction favored the endo-adduct with relatively good enantioselectivity. In the experiment, the researchers used many compounds, for example, 3-Acryloyloxazolidin-2-one (cas: 2043-21-2Safety of 3-Acryloyloxazolidin-2-one).

3-Acryloyloxazolidin-2-one (cas: 2043-21-2) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. As well as other multifunctional heterocyclic compounds, oxazolidine rings play an essential role in organic and medicinal chemistry, behaving, in some cases as powerful antitumor agents.Safety of 3-Acryloyloxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

A New Method for Recycling Asymmetric Catalysts via Formation of Charge Transfer Complexes was written by Chollet, Guillaume;Rodriguez, Fernand;Schulz, Emmanuelle. And the article was included in Organic Letters in 2006.Recommanded Product: 2043-21-2 This article mentions the following:

A new concept for recycling asym. bis(oxazoline)-type catalysts is reported. The formation of charge-transfer complexes between the chiral ligand and trinitrofluorenone and their subsequent precipitation and reuse by addition of new substrate solutions is described. The efficiency of this procedure is demonstrated in a Diels-Alder reaction of cyclopentadiene with N-acryloyl or N-crotonoyl oxazolidin-2-one to afford the expected endo products as major isomers (up to 97% de and 94% ee): the catalyst was used up to 12 times without loss of either activity or selectivity. In the experiment, the researchers used many compounds, for example, 3-Acryloyloxazolidin-2-one (cas: 2043-21-2Recommanded Product: 2043-21-2).

3-Acryloyloxazolidin-2-one (cas: 2043-21-2) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. In another report, the incorporation of an additional substituted oxazolidine ring over a range of new biphenylazepinium salt organocatalysts for the asymmetric epoxidation of alkenes improved enantiocontrol over the parent structures.Recommanded Product: 2043-21-2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

An air stable moisture resistant titanium triflate complex as a lewis acid catalyst for C-C bond forming reactions was written by Bull, Steven D.;Davidson, Matthew G.;Johnson, Andrew L.;Mahon, Mary F.;Robinson, Diane E. J. E.. And the article was included in Chemistry – An Asian Journal in 2010.Safety of 3-Acryloyloxazolidin-2-one This article mentions the following:

An air and moisture stable C₃-sym. titanium(IV) triflate, supported by a tripodal amine-(tris-phenolate) ligand, has been synthesized and characterized by x-ray crystallog. and shown to be a good Lewis acid catalyst for a range of aza-Diels-Alder, Diels-Alder, syn aldol, allylation, and alkylation reactions. In the experiment, the researchers used many compounds, for example, 3-Acryloyloxazolidin-2-one (cas: 2043-21-2Safety of 3-Acryloyloxazolidin-2-one).

3-Acryloyloxazolidin-2-one (cas: 2043-21-2) belongs to oxazolidine derivatives. Oxazolidines are commonly obtained by reaction of strained heterocycles, mainly aziridines. Oxazolidines are cyclic condensation products of β-amino alcohols and aldehydes or ketone, and they undergo a facile and complete hydrolysis in aqueous solution. Alterations in carbonyl moiety control the rate of formation of a given β-amino alcohol. Oxazolidines are weaker bases (pKa 6–7) than parent β-amino alcohols and found to be more lipophilic than the parent compound at physiological pH.Safety of 3-Acryloyloxazolidin-2-one

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem