Meyer, Stephanie’s team published research in Angewandte Chemie, International Edition in 2021-03-22 | 24347-63-5

Angewandte Chemie, International Edition published new progress about Asymmetric catalysis. 24347-63-5 belongs to class esters-buliding-blocks, and the molecular formula is C6H12O3, Product Details of C6H12O3.

Meyer, Stephanie; Haefliger, Joel; Schaefer, Michael; Molloy, John J.; Daniliuc, Constantin G.; Gilmour, Ryan published the artcile< A Chiral Pentafluorinated Isopropyl Group via Iodine(I)/(III) Catalysis>, Product Details of C6H12O3, the main research area is fluoride enantioselective synthesis difluorination trifluoromethyl styrene catalyst; regioselective synthesis difluoronation; agrochemistry; bioisostere; conformation; fluorine; organocatalysis.

An I(I)/(III) catalysis strategy to construct an enantioenriched fluorinated isostere of the iPr group is reported. The difluorination of readily accessible α-CF3-styrenes is enabled by the in situ generation of a chiral ArIF2 species to forge a stereocentre with the substituents F, CH2F and CF3 (up to 95%, >20:1 vicinal:geminal difluorination). The replacement of the metabolically labile benzylic proton results in a highly preorganised scaffold as was determined by X-ray crystallog. (π→σ* and stereoelectronic gauche σ→σ* interactions). A process of catalyst editing is disclosed in which preliminary validation of enantioselectivity is placed on a structural foundation.

Angewandte Chemie, International Edition published new progress about Asymmetric catalysis. 24347-63-5 belongs to class esters-buliding-blocks, and the molecular formula is C6H12O3, Product Details of C6H12O3.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Haefliger, Joel’s team published research in Chemical Science in 2021 | 24347-63-5

Chemical Science published new progress about Amyotrophic lateral sclerosis. 24347-63-5 belongs to class esters-buliding-blocks, and the molecular formula is C6H12O3, Category: esters-buliding-blocks.

Haefliger, Joel; Livingstone, Keith; Daniliuc, Constantin G.; Gilmour, Ryan published the artcile< Difluorination of α-(bromomethyl)styrenes via I(I)/I(II) catalysis: facile access to electrophilic linchpins for drug discovery>, Category: esters-buliding-blocks, the main research area is bromomethyl styrene catalysis electrophilic linchpin drug discovery difluorination.

Simple α-(bromomethyl)styrenes can be processed to a variety of 1,1-difluorinated electrophilic building blocks via I(I)/I(III) catalysis. This inexpensive main group catalysis strategy employs p-TolI as an effective organocatalyst when combined with Selectfluor and simple amine·HF complexes. Modulating Bronsted acidity enables simultaneous geminal and vicinal difluorination to occur, thereby providing a platform to generate multiply fluorinated scaffolds for further downstream derivatization. The method facilitates access to a tetrafluorinated API candidate for the treatment of amyotrophic lateral sclerosis. Preliminary validation of an enantioselective process is disclosed to access α-phenyl-β-difluoro-γ-bromo/chloro esters.

Chemical Science published new progress about Amyotrophic lateral sclerosis. 24347-63-5 belongs to class esters-buliding-blocks, and the molecular formula is C6H12O3, Category: esters-buliding-blocks.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Fernandes, Alessandra A G’s team published research in Organic & Biomolecular Chemistry in 2019 | 24347-63-5

Organic & Biomolecular Chemistry published new progress about Aldol addition, stereoselective. 24347-63-5 belongs to class esters-buliding-blocks, and the molecular formula is C6H12O3, Recommanded Product: (S)-Methyl 2-hydroxy-3-methylbutanoate.

Fernandes, Alessandra A. G.; Leonarczyk, Ives A.; Ferreira, Marco A. B.; Dias, Luiz Carlos published the artcile< Diastereoselectivity in the boron aldol reaction of α-alkoxy and α,β-bis-alkoxy methyl ketones>, Recommanded Product: (S)-Methyl 2-hydroxy-3-methylbutanoate, the main research area is diastereoselective boron aldol alkoxy Me ketone synthesis DFT.

In this work, using DFT calculations, we investigated the 1,4 and 1,5 asym. induction in boron enolate aldol reactions of α-alkoxy and α,β-bisalkoxy Me ketones. We evaluated the steric influence of alkyl substituents at the α position and the stereoelectronic influence of the oxygen protecting groups at the α and β positions. Theor. calculations revealed the origins of the 1,4 asym. induction in terms of the nature of the β-substituent. The synergistic effect between the α,β-syn and α,β-anti-bisalkoxy stereocenters was elucidated. In the presence of the β-alkoxy center, the reaction proceeds through the Goodman-Paton 1,5-stereoinduction model, experiencing a minor influence of the α-alkoxy center.

Organic & Biomolecular Chemistry published new progress about Aldol addition, stereoselective. 24347-63-5 belongs to class esters-buliding-blocks, and the molecular formula is C6H12O3, Recommanded Product: (S)-Methyl 2-hydroxy-3-methylbutanoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Campbell, Joseph P’s team published research in Angewandte Chemie, International Edition in 2019 | 24347-63-5

Angewandte Chemie, International Edition published new progress about Aromatic compounds Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation) (tribenzotriquinacenes). 24347-63-5 belongs to class esters-buliding-blocks, and the molecular formula is C6H12O3, Recommanded Product: (S)-Methyl 2-hydroxy-3-methylbutanoate.

Campbell, Joseph P.; Rajappan, Sinu C.; Jaynes, Tyler J.; Sharafi, Mona; Ma, Yong-Tao; Li, Jianing; Schneebeli, Severin T. published the artcile< Enantioselective Electrophilic Aromatic Nitration: A Chiral Auxiliary Approach>, Recommanded Product: (S)-Methyl 2-hydroxy-3-methylbutanoate, the main research area is tribenzotriquinacene preparation enantioselective electrophilic aromatic nitration chiral auxiliary; aromatic substitution; chiral auxiliaries; chirality; nitration; noncovalent interactions.

Enantioselective electrophilic aromatic nitration methodol. is needed to advance chirality-assisted synthesis (CAS). Reported here is an enantioselective aromatic nitration strategy operating with chiral diester auxiliaries, and it provides an enantioselective synthesis of a C3v-sym. tribenzotriquinacene (TBTQ). These axially-chiral structures are much sought-after building blocks for CAS, but they were not accessible prior to this work in enantioenriched form without resolution of enantiomers. This nitration strategy controls the stereochem. of threefold nitration reactions from above the aromatic rings with chiral diester arms. Dicarbonyl-to-arenium chelation rigidifies the reaction systems, so that remote stereocenters position the ester-directing groups selectively over specific atoms of the TBTQ framework. Closely guided by computational design, a more selective through-space directing arm was first predicted with d. functional theory (DFT), and then confirmed in the laboratory, to outperform the initial structural design. This enantio- and regioselective TBTQ synthesis opens a new pathway to access building blocks for CAS.

Angewandte Chemie, International Edition published new progress about Aromatic compounds Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation) (tribenzotriquinacenes). 24347-63-5 belongs to class esters-buliding-blocks, and the molecular formula is C6H12O3, Recommanded Product: (S)-Methyl 2-hydroxy-3-methylbutanoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Shrestha, Bijay’s team published research in Journal of Organic Chemistry in 2021-02-19 | 24347-63-5

Journal of Organic Chemistry published new progress about Amino alcohols, chiral Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 24347-63-5 belongs to class esters-buliding-blocks, and the molecular formula is C6H12O3, Safety of (S)-Methyl 2-hydroxy-3-methylbutanoate.

Shrestha, Bijay; Rose, Brennan T.; Olen, Casey L.; Roth, Aaron; Kwong, Adon C.; Wang, Yang; Denmark, Scott E. published the artcile< A Unified Strategy for the Asymmetric Synthesis of Highly Substituted 1,2-Amino Alcohols Leading to Highly Substituted Bisoxazoline Ligands>, Safety of (S)-Methyl 2-hydroxy-3-methylbutanoate, the main research area is amino alc branched asym synthesis acylation heterocyclization; oxazoline bis preparation; sulfinyl imine diastereoselective addition organolithium.

A general procedure for the asym. synthesis of highly substituted 1,2-amino alcs. I (R1 = R2 = Me, Ph; R1 = Me, i-Pr, Ph, R2 = H; R3 = 4-PhC6H4, 2,6-Me2C6H3, 2-pyridyl, etc.) in high yields and diastereoselectivity which uses organometallic additions of a wide range of nucleophiles to tert-butylsulfinimines as the key step is described. The addition of organolithium reagents to these imines follows a modified Davis model. The diastereoselectivity for this reaction depends significantly on both the nucleophile and electrophile. These highly substituted 1,2-amino alcs. were used to synthesize stereochem. diverse and structurally novel, polysubstituted 2,2′-methylene(bisoxazoline) ligands II (R4 = Me, 4-MeOC6H4CH2, 2-naphthylmethyl) in high yields.

Journal of Organic Chemistry published new progress about Amino alcohols, chiral Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 24347-63-5 belongs to class esters-buliding-blocks, and the molecular formula is C6H12O3, Safety of (S)-Methyl 2-hydroxy-3-methylbutanoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Campbell, Joseph P’s team published research in Angewandte Chemie, International Edition in 2019 | 24347-63-5

Angewandte Chemie, International Edition published new progress about Aromatic compounds Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation) (tribenzotriquinacenes). 24347-63-5 belongs to class esters-buliding-blocks, and the molecular formula is C6H12O3, Recommanded Product: (S)-Methyl 2-hydroxy-3-methylbutanoate.

Campbell, Joseph P.; Rajappan, Sinu C.; Jaynes, Tyler J.; Sharafi, Mona; Ma, Yong-Tao; Li, Jianing; Schneebeli, Severin T. published the artcile< Enantioselective Electrophilic Aromatic Nitration: A Chiral Auxiliary Approach>, Recommanded Product: (S)-Methyl 2-hydroxy-3-methylbutanoate, the main research area is tribenzotriquinacene preparation enantioselective electrophilic aromatic nitration chiral auxiliary; aromatic substitution; chiral auxiliaries; chirality; nitration; noncovalent interactions.

Enantioselective electrophilic aromatic nitration methodol. is needed to advance chirality-assisted synthesis (CAS). Reported here is an enantioselective aromatic nitration strategy operating with chiral diester auxiliaries, and it provides an enantioselective synthesis of a C3v-sym. tribenzotriquinacene (TBTQ). These axially-chiral structures are much sought-after building blocks for CAS, but they were not accessible prior to this work in enantioenriched form without resolution of enantiomers. This nitration strategy controls the stereochem. of threefold nitration reactions from above the aromatic rings with chiral diester arms. Dicarbonyl-to-arenium chelation rigidifies the reaction systems, so that remote stereocenters position the ester-directing groups selectively over specific atoms of the TBTQ framework. Closely guided by computational design, a more selective through-space directing arm was first predicted with d. functional theory (DFT), and then confirmed in the laboratory, to outperform the initial structural design. This enantio- and regioselective TBTQ synthesis opens a new pathway to access building blocks for CAS.

Angewandte Chemie, International Edition published new progress about Aromatic compounds Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation) (tribenzotriquinacenes). 24347-63-5 belongs to class esters-buliding-blocks, and the molecular formula is C6H12O3, Recommanded Product: (S)-Methyl 2-hydroxy-3-methylbutanoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Shrestha, Bijay’s team published research in Journal of Organic Chemistry in 2021-02-19 | 24347-63-5

Journal of Organic Chemistry published new progress about Amino alcohols, chiral Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 24347-63-5 belongs to class esters-buliding-blocks, and the molecular formula is C6H12O3, Safety of (S)-Methyl 2-hydroxy-3-methylbutanoate.

Shrestha, Bijay; Rose, Brennan T.; Olen, Casey L.; Roth, Aaron; Kwong, Adon C.; Wang, Yang; Denmark, Scott E. published the artcile< A Unified Strategy for the Asymmetric Synthesis of Highly Substituted 1,2-Amino Alcohols Leading to Highly Substituted Bisoxazoline Ligands>, Safety of (S)-Methyl 2-hydroxy-3-methylbutanoate, the main research area is amino alc branched asym synthesis acylation heterocyclization; oxazoline bis preparation; sulfinyl imine diastereoselective addition organolithium.

A general procedure for the asym. synthesis of highly substituted 1,2-amino alcs. I (R1 = R2 = Me, Ph; R1 = Me, i-Pr, Ph, R2 = H; R3 = 4-PhC6H4, 2,6-Me2C6H3, 2-pyridyl, etc.) in high yields and diastereoselectivity which uses organometallic additions of a wide range of nucleophiles to tert-butylsulfinimines as the key step is described. The addition of organolithium reagents to these imines follows a modified Davis model. The diastereoselectivity for this reaction depends significantly on both the nucleophile and electrophile. These highly substituted 1,2-amino alcs. were used to synthesize stereochem. diverse and structurally novel, polysubstituted 2,2′-methylene(bisoxazoline) ligands II (R4 = Me, 4-MeOC6H4CH2, 2-naphthylmethyl) in high yields.

Journal of Organic Chemistry published new progress about Amino alcohols, chiral Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 24347-63-5 belongs to class esters-buliding-blocks, and the molecular formula is C6H12O3, Safety of (S)-Methyl 2-hydroxy-3-methylbutanoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Campbell, Joseph P’s team published research in Angewandte Chemie, International Edition in 2019 | 24347-63-5

Angewandte Chemie, International Edition published new progress about Aromatic compounds Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation) (tribenzotriquinacenes). 24347-63-5 belongs to class esters-buliding-blocks, and the molecular formula is C6H12O3, Recommanded Product: (S)-Methyl 2-hydroxy-3-methylbutanoate.

Campbell, Joseph P.; Rajappan, Sinu C.; Jaynes, Tyler J.; Sharafi, Mona; Ma, Yong-Tao; Li, Jianing; Schneebeli, Severin T. published the artcile< Enantioselective Electrophilic Aromatic Nitration: A Chiral Auxiliary Approach>, Recommanded Product: (S)-Methyl 2-hydroxy-3-methylbutanoate, the main research area is tribenzotriquinacene preparation enantioselective electrophilic aromatic nitration chiral auxiliary; aromatic substitution; chiral auxiliaries; chirality; nitration; noncovalent interactions.

Enantioselective electrophilic aromatic nitration methodol. is needed to advance chirality-assisted synthesis (CAS). Reported here is an enantioselective aromatic nitration strategy operating with chiral diester auxiliaries, and it provides an enantioselective synthesis of a C3v-sym. tribenzotriquinacene (TBTQ). These axially-chiral structures are much sought-after building blocks for CAS, but they were not accessible prior to this work in enantioenriched form without resolution of enantiomers. This nitration strategy controls the stereochem. of threefold nitration reactions from above the aromatic rings with chiral diester arms. Dicarbonyl-to-arenium chelation rigidifies the reaction systems, so that remote stereocenters position the ester-directing groups selectively over specific atoms of the TBTQ framework. Closely guided by computational design, a more selective through-space directing arm was first predicted with d. functional theory (DFT), and then confirmed in the laboratory, to outperform the initial structural design. This enantio- and regioselective TBTQ synthesis opens a new pathway to access building blocks for CAS.

Angewandte Chemie, International Edition published new progress about Aromatic compounds Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation) (tribenzotriquinacenes). 24347-63-5 belongs to class esters-buliding-blocks, and the molecular formula is C6H12O3, Recommanded Product: (S)-Methyl 2-hydroxy-3-methylbutanoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Shrestha, Bijay’s team published research in Journal of Organic Chemistry in 2021-02-19 | 24347-63-5

Journal of Organic Chemistry published new progress about Amino alcohols, chiral Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 24347-63-5 belongs to class esters-buliding-blocks, and the molecular formula is C6H12O3, Safety of (S)-Methyl 2-hydroxy-3-methylbutanoate.

Shrestha, Bijay; Rose, Brennan T.; Olen, Casey L.; Roth, Aaron; Kwong, Adon C.; Wang, Yang; Denmark, Scott E. published the artcile< A Unified Strategy for the Asymmetric Synthesis of Highly Substituted 1,2-Amino Alcohols Leading to Highly Substituted Bisoxazoline Ligands>, Safety of (S)-Methyl 2-hydroxy-3-methylbutanoate, the main research area is amino alc branched asym synthesis acylation heterocyclization; oxazoline bis preparation; sulfinyl imine diastereoselective addition organolithium.

A general procedure for the asym. synthesis of highly substituted 1,2-amino alcs. I (R1 = R2 = Me, Ph; R1 = Me, i-Pr, Ph, R2 = H; R3 = 4-PhC6H4, 2,6-Me2C6H3, 2-pyridyl, etc.) in high yields and diastereoselectivity which uses organometallic additions of a wide range of nucleophiles to tert-butylsulfinimines as the key step is described. The addition of organolithium reagents to these imines follows a modified Davis model. The diastereoselectivity for this reaction depends significantly on both the nucleophile and electrophile. These highly substituted 1,2-amino alcs. were used to synthesize stereochem. diverse and structurally novel, polysubstituted 2,2′-methylene(bisoxazoline) ligands II (R4 = Me, 4-MeOC6H4CH2, 2-naphthylmethyl) in high yields.

Journal of Organic Chemistry published new progress about Amino alcohols, chiral Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 24347-63-5 belongs to class esters-buliding-blocks, and the molecular formula is C6H12O3, Safety of (S)-Methyl 2-hydroxy-3-methylbutanoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics