Heterocyclic Building Blocks-Oxazolidine

Chiral Pd-, Cu- and Ni-chelates and their utilities as catalysts in allylic acetoxylation of alkenes was written by Yang, Hu; Khan, Masood A.; Nicholas, Kenneth M.. And the article was included in Journal of Molecular Catalysis on July 29,1994.Related Products of 150699-10-8 The following contents are mentioned in the article:

A series of chiral ML*2 complexes of Pd, Cu and Ni [L = 2-trifluoroacetylcamphorato (tfacam), (R)-N-α-methylbenzylsalicylaldimine, 2-(2′-phenolato)-4-substituted oxazoline (phenox)] were prepared and characterized, including x-ray structures of Pd(tfacam)2 (1) and Pd(4-Ph-phenox)2 (3a). The Pd- and Cu-chelates are active (pre)catalysts for the allylic acetoxylation of alkenes. The yields and chemoselectivities in these reactions are high but little enantioselectivity (0-5%) was found. Several mechanistic probes, including tests of the stability of the product and PdL*2 under the reaction conditions, the product distribution from the acetoxylation of D-1-cyclohexene, and the low acetolysis reactivity of LPd(η3-allyl), indicate the intervention of (η3-allyl)-Pd intermediates in the catalytic process in which either or both L groups dissociate or at least dechelate in the product-forming step. This study involved multiple reactions and reactants, such as (R)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-10-8Related Products of 150699-10-8).

(R)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-10-8) belongs to oxazolidine derivatives.Oxazolidines are readily available also from propargyl amines. 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.Related Products of 150699-10-8

150699-10-8;(R)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol;The future of 150699-10-8;New trend of C13H17NO2;function of 150699-10-8

Synthesis of chiral aryloxazoline hydroaluminum and its asymmetric reduction for ketones was written by Wu, Hai-Chen; Xu, Dong-Cheng; Hua, Wen-Ting. And the article was included in Huaxue Xuebao on August 31,2001.Reference of 163165-92-2 The following contents are mentioned in the article:

Title compounds I (R = (CH3)2CHCH2, (CH3)2CH, C6H5CH2) as chiral ligands, were prepared A new type of title compounds I modified lithium aluminum hydride reducing agents (DIOAL-H) were prepared, which exhibited moderate enantioselectivity in the reduction of different ketones, R2COCH3 (R2 = C6H5, 2-naphthyl, CH3(CH2)3). This study involved multiple reactions and reactants, such as (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2Reference of 163165-92-2).

(S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. Oxazolidines are commonly used as metal ligands in asymmetric catalysis, synthetic intermediates in organic synthesis, and also used as the protecting groups.Reference of 163165-92-2

163165-92-2;(S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol;The future of 163165-92-2;New trend of C16H15NO2;function of 163165-92-2

PHOX-Based Phosphite-Oxazoline Ligands for the Enantioselective Ir-Catalyzed Hydrogenation of Cyclic β-Enamides was written by Magre, Marc; Pamies, Oscar; Dieguez, Montserrat. And the article was included in ACS Catalysis on August 5,2016.Recommanded Product: (S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol The following contents are mentioned in the article:

Simple Ir-PHOX-based phosphite-oxazoline catalysts were successfully applied in the asym. hydrogenation of cyclic β-enamides providing better enantioselectivities than previous effective Ru and Rh catalysts. This protocol gave 2-aminotetralines and 3-aminochromanes, key structural units found in many therapeutic agents and biol. active natural products, in high chem. yields and enantioselectivities (ee’s up to 99%). High enantioselectivities also were achieved in the hydrogenation of cyclic α-enamides. This study involved multiple reactions and reactants, such as (S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol (cas: 135948-04-8Recommanded Product: (S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol).

(S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol (cas: 135948-04-8) 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. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.Recommanded Product: (S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol

135948-04-8;(S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol;The future of 135948-04-8;New trend of C13H17NO2;function of 135948-04-8

Asymmetric Nucleophilic Catalysis with an Octahedral Chiral-at-Metal Iridium(III) Complex was written by Cruchter, Thomas; Medvedev, Michael G.; Shen, Xiaodong; Mietke, Thomas; Harms, Klaus; Marsch, Michael; Meggers, Eric. And the article was included in ACS Catalysis on August 4,2017.Computed Properties of C13H17NO2 The following contents are mentioned in the article:

Herein, we report about the design, synthesis, and application of a nucleophilic octahedral chiral-only-at-metal iridium(III) complex. We demonstrate that the enantiopure form of this complex serves as an efficient catalyst for the asym. Steglich rearrangement of O-acylated azlactones (up to 96% ee and 99% yield) and the related asym. Black rearrangement of O-acylated benzofuranones (up to 94% ee and 99% yield). We provide insight into the mechanisms of these two acyl migration reactions and the catalyst’s manner of chiral recognition with crystal structures of the active catalyst and a catalysis intermediate analog, as well as with quantum chem. calculations based on them. Furthermore, we demonstrate that the presented catalyst also efficiently catalyzes the asym. reaction between aryl alkyl ketenes and 2-cyanopyrrole to give the corresponding α-chiral N-acyl pyrroles (up to 95% ee and 99% yield). This study involved multiple reactions and reactants, such as (S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol (cas: 135948-04-8Computed Properties of C13H17NO2).

(S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol (cas: 135948-04-8) 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.Computed Properties of C13H17NO2

135948-04-8;(S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol;The future of 135948-04-8;New trend of C13H17NO2;function of 135948-04-8

A novel and direct synthesis of 1,3,4-oxadiazoles or oxazolines from carboxylic acids using cyanuric chloride/indium was written by Kangani, Cyrous O.; Day, Billy W.. And the article was included in Tetrahedron Letters on September 23,2009.Name: 2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol The following contents are mentioned in the article:

Direct synthesis of various oxazolines and 1,3,4-oxadiazoles from carboxylates and HOCH2CMe2NH2 or hydrazides was achieved using cyanuric chloride/In under very mild conditions. This study involved multiple reactions and reactants, such as 2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1Name: 2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol).

2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. 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.Name: 2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol

163165-91-1;2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol;The future of 163165-91-1;New trend of C11H13NO2;function of 163165-91-1

Base-Induced Cyclization of ortho-Substituted 2-Phenyloxazolines to Give 3-Aminobenzofurans and Related Heterocycles was written by Aitken, R. Alan; Harper, Andrew D.; Slawin, Alexandra M. Z.. And the article was included in Synlett on September 30,2017.COA of Formula: C11H13NO2 The following contents are mentioned in the article:

Treatment of ortho-(benzyloxy)phenyl oxazolines I (R = 4-FC6H4, 4-MeOC6H4, 2-methoxy-1-naphthyl, etc.) with n-butyllithium and potassium tert-butoxide resulted in ring opening of the oxazoline followed by cyclization to give 2-aryl-3-aminobenzofurans II. The reaction also occurred with the corresponding benzylthio and benzylamino compounds to give benzothiophenes and indoles, resp. Use of an ortho-(allyloxy)phenyl oxazoline gave the corresponding 2-vinylbenzofuran, while both α-methylbenzyloxy and benzylsulfonyl compounds formed stable spirooxazolidine products. The X-ray structure of an aminobenzothiophene product has been determined This study involved multiple reactions and reactants, such as 2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1COA of Formula: C11H13NO2).

2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1) belongs to oxazolidine derivatives.Oxazolidines are readily available also from propargyl amines. Some reports highlighted again the effectiveness of oxazolidine-based compounds in driving the stereo- or diastereotopic outcome of chemical reactions.COA of Formula: C11H13NO2

163165-91-1;2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol;The future of 163165-91-1;New trend of C11H13NO2;function of 163165-91-1

Single-Step Synthesis of Atropisomers with Vicinal C-C and C-N Diaxes by Cobalt-Catalyzed Atroposelective C-H Annulation was written by Wang, Bing-Jie; Xu, Guo-Xiong; Huang, Zong-Wei; Wu, Xu; Hong, Xin; Yao, Qi-Jun; Shi, Bing-Feng. And the article was included in Angewandte Chemie, International Edition on September 26,2022.Quality Control of (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol The following contents are mentioned in the article:

The atroposelective synthesis of atropisomers with vicinal diaxes remains rare and challenging, due to the steric influence between the two axes and their unique topol. Herein, authors disclose a single-step construction of atropisomers with vicinal C-C and C-N chiral diaxes by cyclopentadiene (Cp)-free cobalt-catalyzed intramol. atroposelective C-H annulation, providing the desired diaxial atropisomers of unique structures with decent stereocontrols of both axes (up to >99% ee and 70 : 1 dr). The optically pure products bearing fluorophores show circular polarized luminescence (CPL) properties, being candidate materials for potential CPL applications. Atropisomerization experiments and d. function theory (DFT) calculations are conducted to study the rotational barriers and rotation pathways of the diaxes. This study involved multiple reactions and reactants, such as (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4Quality Control of (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol).

(R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. 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.Quality Control of (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol

150699-08-4;(R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol;The future of 150699-08-4;New trend of C15H13NO2;function of 150699-08-4

Cobalt/Salox-Catalyzed Enantioselective Dehydrogenative C-H Alkoxylation and Amination was written by Chen, Jia-Hao; Teng, Ming-Ya; Huang, Fan-Rui; Song, Hong; Wang, Zhen-Kai; Zhuang, He-Lin; Wu, Yong-Jie; Wu, Xu; Yao, Qi-Jun; Shi, Bing-Feng. And the article was included in Angewandte Chemie, International Edition on September 19,2022.Application of 135948-04-8 The following contents are mentioned in the article:

Desymmetrization of diarylphosphinamides Ar2P(O)NHQ (Q = 8-quinolinyl) catalyzed by cobalt chiral Salox complexes (Salox = 2-(4-R-2-hydroxyphenyl)-4-phenyl-5-R1-oxazole) proceeds as dehydrogenative aromatic C-H alkoxylation and amination in one or both o-positions of one of the Ar rings. The past decade has witnessed a rapid progress in asym. C-H activation. However, the enantioselective C-H alkoxylation and amination with alcs. and free amines remains elusive. Herein, we disclose the first enantioselective dehydrogenative C-H alkoxylation and amination enabled by a simple cobalt/salicyloxazoline (Salox) catalysis. The use of cheap and readily available cobalt(II) salts as catalysts and Saloxs as chiral ligands provides an efficient method to access P-stereogenic compounds in excellent enantioselectivities (up to >99% ee). The practicality of this protocol is demonstrated by gram-scale preparation and further derivatizations of the resulting P-stereogenic phosphinamides, which offering a flexible asym. alternative to access P-stereogenic mono- and diphosphine chiral ligands. Preliminary mechanistic studies on the enantioselective C-H alkoxylation reaction suggest that a cobalt(III/IV/II) catalytic cycle might be involved. This study involved multiple reactions and reactants, such as (S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol (cas: 135948-04-8Application of 135948-04-8).

(S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol (cas: 135948-04-8) 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. 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.Application of 135948-04-8

135948-04-8;(S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol;The future of 135948-04-8;New trend of C13H17NO2;function of 135948-04-8

Chiral Salicyloxazolines as Auxiliaries for the Asymmetric Synthesis of Ruthenium Polypyridyl Complexes was written by Gong, Lei; Mulcahy, Seann P.; Devarajan, Deepa; Harms, Klaus; Frenking, Gernot; Meggers, Eric. And the article was included in Inorganic Chemistry on September 6,2010.SDS of cas: 135948-04-8 The following contents are mentioned in the article:

Chiral auxiliaries are promising emerging tools for the asym. synthesis of octahedral metal complexes. The authors recently introduced chiral salicyloxazolines as coordinating bidentate chiral ligands which provide excellent control over the metal-centered configuration in ligand substitution reactions and can be removed afterward in an acid-induced fashion under complete retention of configuration. Here reported is the authors’ detailed study of this sequence of reactions, affording virtually enantiopure Ru polypyridyl complexes. The control of the metal-centered chirality by the coordinated chiral salicyloxazolinate ligand was evaluated as a function of reaction conditions, the employed bidentate 2,2′-bipyridine and 1,10-phenanthroline ligands, and the substituent at the asym. 5-position of the oxazoline heterocycle. Most striking was the strong influence of the reaction solvent, with aprotic solvents of lower polarity providing the most favorable diastereoselectivities. Through a combination of computational and exptl. results, the observed stereoselectivities are under thermodn. control. The removal of the chiral salicyloxazoline auxiliary under retention of the configuration requires acidic conditions and a coordinating solvent such as MeCN or THF to prevent partial racemization. This method represents the 1st general strategy for the asym. synthesis of enantiopure heteroleptic Ru polypyridyl complexes. This study involved multiple reactions and reactants, such as (S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol (cas: 135948-04-8SDS of cas: 135948-04-8).

(S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol (cas: 135948-04-8) 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. 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.SDS of cas: 135948-04-8

135948-04-8;(S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol;The future of 135948-04-8;New trend of C13H17NO2;function of 135948-04-8

Synthesis, Structure, and Catalytic Properties of VIV, MnIII, MoVI, and UVI Complexes Containing Bidentate (N,O) Oxazine and Oxazoline Ligands was written by Kandasamy, Karuppasamy; Singh, Harkesh B.; Butcher, Ray J.; Jasinski, Jerry P.. And the article was included in Inorganic Chemistry on September 6,2004.Product Details of 163165-91-1 The following contents are mentioned in the article:

Synthesis of seven complexes containing oxazoline {[(L1)2V:O] (4), [(L1)2MoO2] (5), [(L1)2UO2] (6); HL1 (1) [HL1 = 2-(4′,4′-dimethyl-3′-4′-dihydroxazol-2′-yl)phenol]}, chiral oxazoline {[(L2)2UO2] (7); HL2 (2) [HL2 = (4’R)-2-(4′-ethyl-3’4′-dihydroxazol-2′-yl)phenol]}, and oxazine {[(L3)2V:O] (8), [(L3)2Mn(CH3COO-)] (9), [(L3)2Co] (10); HL3 (3) [HL3 = 2-(5,6-dihydro-4H-1,3-oxazolinyl)phenol]} and their characterization by various techniques such as UV-visible, IR, and EPR spectroscopy, mass spectrometry, cyclic voltammetry, and elemental anal. are reported. The novel oxazine (3) and complexes 4, 5, 8 and 9 were also characterized by x-ray crystallog. Oxazine 3 crystallizes in the monoclinic system with the P21/n space group, complexes 4 and 9 crystallize in the monoclinic system with the P21/c space group, and complexes 5 and 8 crystallize in the orthorhombic system with the C2221 space group and the P212121 chiral space group, resp. The representative synthetic procedure involves the reaction of metal acetate or acetylacetonate derivatives with corresponding ligand in EtOH. Addition of Mn(OAc)2·4H2O to an EtOH solution of 3 gave the unexpected complex Mn(L3)2·(CH3COO-) (9) where the acetate group is coordinated with the metal center in a bidentate fashion. The catalytic activity of complexes 4-9 for oxidation of styrene with tert-Bu hydroperoxide was tested. In all cases, benzaldehyde formed exclusively as the oxidation product. This study involved multiple reactions and reactants, such as 2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1Product Details of 163165-91-1).

2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1) 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. Some reports highlighted again the effectiveness of oxazolidine-based compounds in driving the stereo- or diastereotopic outcome of chemical reactions.Product Details of 163165-91-1

163165-91-1;2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol;The future of 163165-91-1;New trend of C11H13NO2;function of 163165-91-1