Tag: 200-300

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

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

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

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

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

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

Chiral phosphoramidate compound used as chiral catalyst was written by Luo, Mei. And the patent was published on May 25,2011.Application In Synthesis of (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol The following contents are mentioned in the patent:

The invention relates to chiral phosphoramidate compound as shown in formula I, wherein R is -CH2CH(CH3)2 or -CH(CH3)2 or -CH2Ph. Title chiral phosphoramidate compound is prepared by allowing to react 2-cyanophenol with L-amino alc. in chlorobenzene solvent for 24 h under water-free and oxygen-free conditions and refluxing in the presence of anhydrous ZnCl2 as catalyst to obtain 2-[(4S)-4,5-dihydro-4-R-2-oxazolinyl]phenol intermediate, then reacting with phenylphosphonyl dichloride in toluene-triethylamine solvent under refluxing for 24 h. The inventive product can be used as chiral catalyst, showing fine catalytic activity and high enantioselectivity in asym. cyanosilylation of 2-methylbenzaldehyde. This study involved multiple reactions and reactants, such as (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2Application In Synthesis of (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol).

(S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2) belongs to oxazolidine derivatives. Oxazolidines that are the precursor to bisoxazolidines are in effect mono-oxazolidines. They are also used as moisture scavengers in polyurethane and other systems. Some reports highlighted again the effectiveness of oxazolidine-based compounds in driving the stereo- or diastereotopic outcome of chemical reactions.Application In Synthesis of (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

2-[(4R)-4,5-dihydro-4-R-2-oxazolyl]phenyl diphenylphosphonate, and synthesis method and application thereof was written by Luo, Mei. And the patent was published on July 20,2011.SDS of cas: 1045894-43-6 The following contents are mentioned in the patent:

Title compound as shown formula I is synthesized by allowing to react 2-cyanophenol with d-amino alc. in O2-free anhydrous chlorobenzene in the presence of ZnCl2 under refluxing for 24 h to obtain 2-[(4R)-4,5-dihydro-4-R-2-oxazolyl]phenol, and then allowing to react with diphenylphosphonyl chloride in O2-free anhydrous toluene-triethylamine under refluxing for 24 h, wherein R = -CH2CH(CH3)2, -CH(CH3)2, Ph, or -CH2Ph. The compound can be used as chiral catalyst and shows good catalytic activity and high enantioselectivity during asym. synthesis of 2-methylbenzaldehyde. This study involved multiple reactions and reactants, such as (R)-2-(4-Isopropyl-4,5-dihydrooxazol-2-yl)phenol (cas: 1045894-43-6SDS of cas: 1045894-43-6).

(R)-2-(4-Isopropyl-4,5-dihydrooxazol-2-yl)phenol (cas: 1045894-43-6) belongs to oxazolidine derivatives. Oxazolidines that are the precursor to bisoxazolidines are in effect mono-oxazolidines. They are also used as moisture scavengers in polyurethane and other systems. 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.SDS of cas: 1045894-43-6

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

Preparation of 2-substituted oxazoline derivative was written by Lu, Zhan; Xi, Tuo; Mei, Yuncai. And the patent was published on May 25,2016.Related Products of 163165-92-2 The following contents are mentioned in the patent:

The invention discloses a method for preparing 2-substituted oxazoline derivative of formula I via reaction of II and III in the presence of palladium catalysts, ligand and a base, wherein R1 is C1-6 alkyl, OH, CN, etc.; R2, R3, and R4 are aryl, C1-6 alkyl, or cycloalkyl; Y is N or C; X halo or halo-like group. The invention provides a route for efficiently and rapidly synthesizing the 2-substituted oxazoline compound, which uses the catalytic amount of palladium and ligand, so that the reaction can be carried out at a high yield and high adaptability, has stereochem. specificity, and can prepare the enantiomer-purity 2-substituted oxazoline compound This study involved multiple reactions and reactants, such as (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2Related Products of 163165-92-2).

(S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2) belongs to oxazolidine derivatives. Oxazolidines are commonly obtained by reaction of strained heterocycles, mainly aziridines. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.Related Products of 163165-92-2

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem

2-[(4R)-4,5-dihydro-4-R-2-oxazolyl]phenyl diphenylphosphonate, and synthesis method and application thereof was written by Luo, Mei. And the patent was published on July 20,2011.Recommanded Product: 150699-08-4 The following contents are mentioned in the patent:

Title compound as shown formula I is synthesized by allowing to react 2-cyanophenol with d-amino alc. in O2-free anhydrous chlorobenzene in the presence of ZnCl2 under refluxing for 24 h to obtain 2-[(4R)-4,5-dihydro-4-R-2-oxazolyl]phenol, and then allowing to react with diphenylphosphonyl chloride in O2-free anhydrous toluene-triethylamine under refluxing for 24 h, wherein R = -CH2CH(CH3)2, -CH(CH3)2, Ph, or -CH2Ph. The compound can be used as chiral catalyst and shows good catalytic activity and high enantioselectivity during asym. synthesis of 2-methylbenzaldehyde. This study involved multiple reactions and reactants, such as (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4Recommanded Product: 150699-08-4).

(R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4) belongs to oxazolidine derivatives. Oxazolidines are commonly obtained by reaction of strained heterocycles, mainly aziridines. Oxazolidines are commonly used as metal ligands in asymmetric catalysis, synthetic intermediates in organic synthesis, and also used as the protecting groups.Recommanded Product: 150699-08-4

Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem