Category: oxazolidine

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

(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. 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.COA of Formula: 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

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

2-(4′,4′-Dimethyl-3′,4′-dihydrooxazol-2′-yl)phenol: some first-row transition metal complexes of this naturally occurring binding group was written by Mugesh, Govindasamy; Singh, Harkesh B.; Butcher, Ray J.. And the article was included in European Journal of Inorganic Chemistry on March 31,2001.Formula: C11H13NO2 The following contents are mentioned in the article:

The synthesis and characterization of monomeric MnIII, CoII, NiII, CuII, and ZnII phenolates derived from a biol. relevant ligand, 2-(4′,4′-dimethyl-3′,4′-dihydrooxazol-2′-yl)phenol (1), are described. The addition of Mn(OAc)2·4H2O to an EtOH solution of 1 affords an unexpected 1:3 [Mn(OR){O(Ox)}2] (2) [R = o-C6H4CONHC(Me2)CH2OH, Ox = 2-(4,4-dimethyl-2-oxazolinyl)phenyl] in which one of the five-membered oxazoline rings is partially hydrolyzed. [M{O(Ox)}2] [M = Co (3), Ni (4), Cu (6), or Zn (7)] were prepared in good yield by the reactions of 1 with the corresponding metal acetates. Novel formation of the six-coordinate NiII complex (Ni{O(Ox)}2(OAc)2, 5) with neutral HOAc was observed during the crystallization process. The complexes were characterized by elemental anal., magnetic susceptibility, as well as EPR, 1H NMR, electronic, and mass spectral techniques. 2, 3, 5, 6, And 7 were characterized by single crystal x-ray diffraction studies. 2 Is six-coordinate whereas 3, 6, and 7 are four-coordinate with two bidentate oxazoline ligands. The geometry around the metal center is distorted tetrahedral for all of the four-coordinate complexes. Complex 5 is octahedral with four coordination sites occupied by the two bidentate oxazoline ligands and the other two are occupied by two neutral HOAc mols. The hydroxy groups of the coordinated HOAc are H-bonded to the phenolate O atoms of the oxazoline ligands. The variable-temperature 1H NMR spectroscopic studies of 7 indicate that the interconversion between the (M) and (P) helix is slow at low temperatures This study involved multiple reactions and reactants, such as 2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-91-1Formula: C11H13NO2).

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. 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.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

Remarkable reversal of the non-linear effect in the catalytic enantioselective allylic oxidation of cyclohexene using copper proline complexes and t-butyl hydroperoxide was written by Zondervan, Charon; Feringa, Ben L.. And the article was included in Tetrahedron: Asymmetry on July 12,1996.Product Details of 163165-92-2 The following contents are mentioned in the article:

Several examples of efficient catalytic conversions of cyclohexene to optically active 2-cyclohexenyl propionate are reported using t-Bu hydroperoxide as oxidant. With the bis-(S)-prolinato copper(II) complex enantioselectivities up to 63% with good conversions were obtained. A neg. non-linear ligand effect was observed Addition of catalytic amounts of anthraquinone resulted in a higher enantioselectivity as well as a reversal of the non-linear effect. This study involved multiple reactions and reactants, such as (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2Product Details 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. 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.Product Details 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-at-Iron Catalyst for Highly Enantioselective and Diastereoselective Hetero-Diels-Alder Reaction was written by Hong, Yubiao; Cui, Tianjiao; Ivlev, Sergei; Xie, Xiulan; Meggers, Eric. And the article was included in Chemistry – A European Journal on June 10,2021.Formula: C12H15NO2 The following contents are mentioned in the article:

This study demonstrates that chiral-at-iron complexes, in which all coordinated ligands are achiral and the overall chirality the consequence of a stereogenic iron center, are capable of catalyzing asym. transformations with very high enantioselectivities. The catalyst is based on a previously reported design (J. Am. Chem. Soc. 2017, 139, 4322), in which iron(II) is surrounded by two configurationally inert achiral bidentate N-(2-pyridyl)-substituted N-heterocyclic carbenes in a C2-sym. fashion and complemented by two labile acetonitriles. By replacing mesityl with more bulky 2,6-diisopropylphenyl substituents at the NHC ligands, the steric hindrance at the catalytic site was increased, thereby providing a markedly improved asym. induction. The new chiral-at-iron catalyst was applied to the inverse electron demand hetero-Diels-Alder reaction between β,γ-unsaturated α-ketoester and enol ethers provide 3,4-dihydro-2H-pyrans in high yields with excellent diastereoselectivities (up to 99 : 1 dr) and excellent enantioselectivities (up to 98% ee). Other electron rich dienophiles are also suitable as demonstrated for a reaction with a vinyl azide. This study involved multiple reactions and reactants, such as (R)-2-(4-Isopropyl-4,5-dihydrooxazol-2-yl)phenol (cas: 1045894-43-6Formula: C12H15NO2).

(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. Oxazolidines are commonly used as metal ligands in asymmetric catalysis, synthetic intermediates in organic synthesis, and also used as the protecting groups.Formula: C12H15NO2

1045894-43-6;(R)-2-(4-Isopropyl-4,5-dihydrooxazol-2-yl)phenol;The future of 1045894-43-6;New trend of C12H15NO2;function of 1045894-43-6

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

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.Electric Literature of C16H15NO2 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 (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2Electric Literature of C16H15NO2).

(S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2) 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.Electric Literature of C16H15NO2

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

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

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.Formula: C16H15NO2 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 (S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2Formula: C16H15NO2).

(S)-2-(4-Benzyl-4,5-dihydrooxazol-2-yl)phenol (cas: 163165-92-2) belongs to oxazolidine derivatives. A common way to produce multisubstituted oxazolidines is by means of cycloaddition reactions. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.Formula: C16H15NO2

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