Category: 135948-04-8

Cobalt/Salox-Catalyzed Enantioselective C-H Functionalization of Arylphosphinamides was written by Yao, Qi-Jun; Chen, Jia-Hao; Song, Hong; Huang, Fan-Rui; Shi, Bing-Feng. And the article was included in Angewandte Chemie, International Edition on June 20,2022.Synthetic Route of C13H17NO2 The following contents are mentioned in the article:

Previous methods on Co(III)-catalyzed asym. C-H activation rely on the use of tailor-made cyclopentadienyl-ligated Co(III) complexes, which require lengthy steps for the preparation Herein, the authors report an unprecedented enantioselective C-H functionalization enabled by a simple Co/salicyloxazoline (Salox) catalysis. The chiral Salox ligands can be easily prepared in one step from salicylonitrile and chiral amino alcs. A broad range of P-stereogenic compounds were synthesized in high yields with excellent enantioselectivities (45 examples, up to 99% yield and >99% ee). The isolation and characterization of several intermediates provided insights into the generation of active catalytic Co species, the action of Salox, and the mode of stereocontrol. This study involved multiple reactions and reactants, such as (S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol (cas: 135948-04-8Synthetic Route of C13H17NO2).

(S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol (cas: 135948-04-8) belongs to oxazolidine derivatives.Oxazolidines are readily available also from propargyl amines. Oxazolidines are commonly used as metal ligands in asymmetric catalysis, synthetic intermediates in organic synthesis, and also used as the protecting groups.Synthetic Route 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

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

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

Reactions of m-chloroperoxybenzoic acid with dimeric cyclopalladated complexes derived from 2-phenyl-2-oxazolines was written by Kukowski, Jonathan E.; Keuseman, Kristopher J.; Smoliakova, Irina P.. And the article was included in Transition Metal Chemistry (Dordrecht, Netherlands) on November 30,2015.Synthetic Route of C13H17NO2 The following contents are mentioned in the article:

Cyclopalladated complexes (CPCs) (S,S)-di-μ-Cl(κ2-C,N)2Pd2 (1a,b) and (S,S)-di-μ-OAc(κ2-C,N)2Pd2 (7a,b) obtained from (S)-4-t-butyl-(a) and (S)-4-ethyl-2-phenyl-2-oxazoline (b) were reacted with m-chloroperoxybenzoic acid (m-CPBA) at room temperature in methylene chloride, Et acetate or acetonitrile followed by workup with lithium chloride. Oxidation products formed in these reactions include dinuclear complexes (S,S)-di-μ-Cl(κ2-N,O)2Pd2 (2a), (S,S)-di-μ-oxo(κ2-N,O)2Pd2Cl2 (2b), and (S,S)-di-μ-(m-Cl-C6H4CO2)(κ2-N,O)2Pd2 (3a,b), mononuclear derivatives (S,S)-bis(κ2-N,O)Pd (4a,b) and dinuclear monooxidn. complexes (S,S)-di-μ-Cl(κ2-N,O)(κ2-C,N)Pd2 (5a,b). Each complex was isolated in low yield (6-46 %) with the combined yield of oxidation products reaching up to 64%. The best selectivity in product distribution was observed for the reactions of μ-OAc-CPCs 7a,b with 2.7 equiv of m-CPBA in acetonitrile, in which oxygen-insertion adducts 2a and 4b were isolated in 44 and 46% yields, resp. The structures of all complexes were supported by spectroscopic methods. An x-ray crystallog. study of compound 4a was performed, confirming its mononuclear structure and revealing an unusual bent geometry. This study involved multiple reactions and reactants, such as (S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol (cas: 135948-04-8Synthetic Route of C13H17NO2).

(S)-2-(4-(tert-Butyl)-4,5-dihydrooxazol-2-yl)phenol (cas: 135948-04-8) 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. Oxazolidines are commonly used as metal ligands in asymmetric catalysis, synthetic intermediates in organic synthesis, and also used as the protecting groups.Synthetic Route 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

Enantioselective Cu-catalyzed 1,4-addition of Me3Al to a 4,4-disubstituted cyclohexa-2,5-dienone was written by Takemoto, Yoshiji; Kuraoka, Satoru; Hamaue, Naoko; Aoe, Keiichi; Hiramatsu, Hajime; Iwata, Chuzo. And the article was included in Tetrahedron on November 4,1996.Computed Properties of C13H17NO2 The following contents are mentioned in the article:

A series of chiral enantiomerically pure 2-aryloxazolines was synthesized. (4S)-2-(2′,6′-dimethoxyphenyl)-4-isopropyloxazoline proved to be an efficient chiral ligand for the Cu-catalyzed conjugate addition of Me3Al to cyclohexadienone, and by using 20 mol% of this ligand, 1,4-adduct was obtained in 68% ee. In addition, TBDMSOTf is crucial for the asym. conjugate addition to proceed with good chem. yield and high ee. 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.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.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