Category: 150699-08-4

The Role of the Achiral Template in Enantioselective Transformations. Radical Conjugate Additions to α-Methacrylates Followed by Hydrogen Atom Transfer was written by Sibi, Mukund P.; Sausker, Justin B.. And the article was included in Journal of the American Chemical Society on February 13,2002.Safety of (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol The following contents are mentioned in the article:

We have evaluated various achiral templates in conjunction with chiral Lewis acids in the conjugate addition of nucleophilic radicals to α-methacrylates followed by enantioselective H-atom transfer. Of these, a novel naphthosultam template I gave high enantioselectivity in the H-atom-transfer reactions with ee’s up to 90%. A chiral Lewis acid derived from MgBr2 and a bisoxazoline gave the highest selectivity in the enantioselective hydrogen-atom-transfer reactions. Non-C2 sym. oxazolines have also been examined as ligands, and of these, compound II gave optimal results (87% yield and 80% ee). Insights into rotamer control in α-substituted acrylates and the critical role of the tetrahedral sulfone moiety in realizing high selectivity are discussed. This study involved multiple reactions and reactants, such as (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4Safety 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. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries. 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.Safety 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

Further Studies on the [1,2]-Wittig Rearrangement of 2-(2-Benzyloxy)aryloxazolines was written by Aitken, R. Alan; Harper, Andrew D.; Inwood, Ryan A.. And the article was included in Molecules in 2022.Formula: C15H13NO2 The following contents are mentioned in the article:

The behavior of 14 ortho-functionalized 2-aryloxazolines (11 of them prepared and characterized for the first time) with butyllithium had been examined Significant limitations to the Wittig rearrangement of such systems were revealed. In terms of asym. Wittig rearrangement, good diastereoselectivity was obtained with a valine-derived 4-iso-Pr oxazoline, but this was compromised by racemization upon hydrolysis. More encouraging selectivity was achieved in the Wittig rearrangement of an acyclic phenylalanine-derived ortho-benzyloxy benzamide. This study involved multiple reactions and reactants, such as (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4Formula: C15H13NO2).

(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. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.Formula: C15H13NO2

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

Arene-ruthenium complexes with salicyloxazolines: diastereoselective synthesis, configurational stability and applications as asymmetric catalysts for Diels-Alder reactions was written by Davenport, Adam J.; Davies, David L.; Fawcett, John; Russell, David R.. And the article was included in Dalton Transactions on May 7,2004.SDS of cas: 150699-08-4 The following contents are mentioned in the article:

Reaction of the dimers [RuCl2(η6-arene)]2 (arene = mesitylene a, p-cymene b, C6H6 c) with salicyloxazolines in the presence of NaOMe gives the corresponding [RuCl(R,R’-saloxaz)(arene)] (R = R’ = Me 1; R = H, R’ = Me2CH 2, Me3C 3, PhCH2 4, Ph 5), which were fully characterized. [RuL(iPr-saloxaz)(mes)]Y (L = py 6, 2-Mepy 7, 4-Mepy 8, PPh3 9; Y- = SbF6 or BPh4) were prepared by treating the chloride 2a with ligand L and NaY (Y- = SbF6 or BPh4) in MeOH at reflux. Halide complexes [RuX(iPr-saloxaz)(mes)] (X = Br, 10; X = iodo, 11) were synthesized by treating 2a with AgSbF6 then with 1.2 equiv KBr or NaI, whereas the Me complex [RuMe(iPr-saloxaz)(mes)] 12 was synthesized from 2a by reaction with MeLi. Five complexes, [RuCl(iPr-saloxaz)(mes)] 2a, [RuCl(tBu-saloxaz)(p-cymene)] 3b, [RuCl(Ph-saloxaz)(mes)] 5a, [Ru(4-Mepy)(iPr-saloxaz)(mes)][SbF6] 7, and [Ru(PPh3)(iPr-saloxaz)(mes)][SbF6] 9, were characterized by x-ray crystallog. Treatment of complexes 1-5 with AgSbF6 gives cationic species which are enantioselective catalysts for the Diels-Alder reaction of acroleins with cyclopentadiene, and the effect of substituents on enantioselectivity was examined This study involved multiple reactions and reactants, such as (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4SDS of cas: 150699-08-4).

(R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4) 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 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.SDS of cas: 150699-08-4

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

New phosphite-oxazoline ligands for efficient Pd-catalyzed substitution reactions was written by Pamies, Oscar; Dieguez, Montserrat; Claver, Carmen. And the article was included in Journal of the American Chemical Society on March 23,2005.Recommanded Product: 150699-08-4 The following contents are mentioned in the article:

Nonracemic oxazolinylphenoxy dibenzodioxaphosphepines I (R = Me3C, Ph, Me2CH, Et, H; R1 = H, Ph; R2 = H, Me3C; R3 = H, MeO, Me3C) are prepared from nonracemic oxazolinylphenols and phosphochloridites generated in situ from substituted biphenyldiols; I act as catalysts for enantioselective palladium-catalyzed allylic substitution reactions of cyclic and acyclic allylic acetates with di-Me malonate and benzylamine to give allylic malonates and allylic amines in up to 99% yields and in 42-99% ee. Reaction of 2,2′-biphenols with phosphorus trichloride followed by the addition of nonracemic 4-substituted-2-(2-hydroxyphenyl)oxazolines yields I. In the presence of ligands I (R = H, Ph; R1 = Ph, H; R2 = R3 = Me3C), bis(allylpalladium chloride) acts as a catalyst for enantioselective allylic substitution reactions of 1,3-diphenyl-2-propenyl acetate with either di-Me malonate or benzylamine to yield PhCH:CHCHPhCH(CO2Me)2 or PhCH:CHCHPhNHCH2Ph in 100% conversion and in 98-99% ee. Other allylic acetates such as 3-penten-2-ol acetate, 2-cyclohexenyl acetate, and 1-phenyl-2-propenol acetate undergo palladium-catalyzed regioselective and enantioselective allylic substitution reactions with di-Me malonate to yield products in 74-99% ee; with 1-phenyl-2-propen-1-ol acetate, the product is obtained as a 68:32 mixture of regioisomers with the major regioisomer formed in 86% ee, while 1-(1-naphthyl)-2-propen-1-ol acetate gives a single regioisomer in 92% ee, with both substitution products formed in 100% yield. Ligands I afford excellent reaction rates and enantioselectivities while possessing broad scopes for different substrate types. 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 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.Recommanded Product: 150699-08-4

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

Enantioselective addition of diethylzinc to aromatic aldehydes with chiral 2-oxazolinyl phenol as catalysts was written by Li, Xin-sheng; Wu, Xiao-hua; Fang, Ke-ming. And the article was included in Zhejiang Shifan Daxue Xuebao, Ziran Kexueban on November 30,2005.Product Details of 150699-08-4 The following contents are mentioned in the article:

Chiral 2-oxazolinyl phenols were prepared and applied in the addition reaction of diethylzinc to aromatic aldehydes with moderate enantioselectivity. Ligand I was found to show the best asym. induction in the addition reaction of p-chlorobenzaldehyde to provide sec-alc. with 85% yield and 63% ee. This study involved multiple reactions and reactants, such as (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4Product Details of 150699-08-4).

(R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4) 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.Product Details of 150699-08-4

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

The Synthesis of Novel Oxazolinylphosphinic Esters and Amides and Application to the Cyanosilylation of Aldehydes was written by Luo, Mei. And the article was included in Current Organic Synthesis on October 31,2015.Application of 150699-08-4 The following contents are mentioned in the article:

A new class of modular functionalized oxazolines were synthesized using a simple, novel 1-pot method under inert moisture-free conditions. Then the oxazolines can be further elaborated to phosphine-containing oxazolines. The 1st step is to synthesize intermediates via the reaction of 2-hydroxybenzonitrile or 2-aminobenzonitrile with chiral amino alcs., subsequent reactions with phosphine chlorides, providing products in moderate yields. Product structures are fully characterized by NMR, IR, MS and x-ray analyses. These compounds are highly active catalysts for the cyanosilylation of prochiral benzaldehyde (20-96% yield). This study involved multiple reactions and reactants, such as (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4Application of 150699-08-4).

(R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4) 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 commonly used as metal ligands in asymmetric catalysis, synthetic intermediates in organic synthesis, and also used as the protecting groups.Application of 150699-08-4

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

(η3-Allyl)palladium complexes of chiral N,O-chelates: preparation, structures, and prospects for selective allylic functionalization was written by Yang, Hu; Khan, Masood A.; Nicholas, Kenneth M.. And the article was included in Organometallics on September 30,1993.HPLC of Formula: 150699-08-4 The following contents are mentioned in the article:

A series of (η3-allyl)Pd derivatives of chiral N,O-bidentate ligands have been prepared and characterized to assess their potential as model intermediates for regio- and stereocontrolled catalytic allylic oxidation and substitution reactions. [N-(α-methylbenzyl)salicylaldimine]-Pd(η3-cyclohexenyl) (I), which exists in solution as a 1:1 Pd-allyl rotameric (exo/endo) mixture, selectively crystallizes as a single isomer. The X-ray crystal structure of this isomer of I shows nearly sym. Pd-allyl bonding parameters and the N-α-Ph group endo to the flap of the cyclohexenyl ring. The new chiral 4-substituted salicyloxazoline ligands and the corresponding (salicyloxazoline)Pd(η3-cyclohexenyl) complexes (II, R = Ph, CMe3, etc.; R1 = H, NO2, OMe; R2 = H, NO2) have been prepared in good yields by treatment of {(η3-cyclohexenyl)PdCl}2 with the K derivatives of the ligands. Solution NMR studies of II indicate that the ratio of isomers is a function of the size of the α-N substituent, with single isomers being present for R = tert-Bu. X-ray anal. of II (R = CMe3, R1 = R2 = H) reveals that the tert-Bu group and the cyclohexenyl flap are in an exo relationship with little evidence for a differential ground-state trans influence derived from the unsym. chelate. The terminal allylic proton NMR resonances of II (R = CMe3) are separated by ca. 0.4-0.5 ppm, suggesting different electronic characters for the two allylic carbons. Reactivity studies show that the complexes II are relatively unreactive toward HOAc, giving varying amounts of allylic acetate, and toward the nucleophiles OAc- and CH(CO2CH3)2-. This study involved multiple reactions and reactants, such as (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4HPLC of Formula: 150699-08-4).

(R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol (cas: 150699-08-4) 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.HPLC of Formula: 150699-08-4

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

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

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.Quality Control of (R)-2-(4-Phenyl-4,5-dihydrooxazol-2-yl)phenol 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-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.Oxazolidines are readily available also from propargyl amines. 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 (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

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