36041-79-9

Upstream product

• 5445-17-0 Methyl 2-bromopropionate 
• 100-52-7 benzaldehyde 
• 133006-45-8 (1S,2R,4S)-1,4-dihydroxy-2,5,5-trimethyl-1-phenyl-3-hexanone 
• 205692-08-6 (2R,3S)-3-Hydroxy-2-methyl-3-phenyl-propionic acid (1R,2S)-2-[methyl-(1,2,3,4,5,6,7,8-octahydro-anthracene-9-sulfonyl)-amino]-1-phenyl-propyl ester 
• 380606-16-6 (-)-5(S)-methyl-6(S)-phenyl-5,6-dihydro-pyran-2-one 
• 343771-16-4 (+/-)-(2R^*,3S^*)-2,3-Epoxy-2-methyl-3-phenylpropanal 
• 32742-19-1 methyl 2-benzoylpropionate 
• 24744-96-5 ethyl 3-hydroxy-2-methyl-3-phenylpropionate 
• 802294-64-0 propionic acid 
• 535-11-5 Ethyl 2-bromopropionate 
• 73198-90-0 2',6'-dimethylphenyl (2SR,3RS)-2-methyl-3-hydroxybenzenepropaonate 
• 84510-38-3 (3RS,4RS,1Z)-4-hydroxy-1-methoxymethoxy-3-methyl-4-phenyl-but-1-ene 
• 120851-10-7 (1RS, 2RS, 3Z)-2-methyl-1-phenylpent-3-en-1-ol 
• 31469-22-4 1,1-bis(trimethylsilyloxy)prop-1-ene 

Downstream Products

• 36041-80-2 (2R,3S)-methyl 3-hydroxy-2-methyl-3-phenylpropanoate 
• 125133-96-2 (4R,5R)-4-methyl-5-phenyl-1,3-oxazolidin-2-one 
• 94100-74-0 methyl (2S,3R,2'S)-3--2-methyl-3-phenylpropionate 
• 94100-74-0 methyl (2R,3S,2'S)-3--2-methyl-3-phenylpropionate 
• 101450-38-8 (2RS,3SR)-3-hydroxy-2-methyl-3-phenyl-propionic acid-(2-diethylamino-ethyl ester) 
• 17226-79-8 methyl 3-hydroxy-2-methyl-3-phenylpropanoate 
• 116126-02-4 (+)-(2S,3R)-3-hydroxy-2-methyl-3-phenylpropanoic acid 
• 873-66-5 1-propenylbenzene 
• 71155-82-3 3-methyl-4-phenyl-oxetan-2-one 
• 766-90-5 cis-1-phenyl-1-propylene 
• 7087-77-6 (1S,2S) /(1R,2R)-2-methyl-1-phenylpropane-1,3-diol 
• 71155-82-3 3-hydroxy-2-methyl-3-phenylpropan-3-olide 
• 76549-03-6 methyl (2S,3S)-3-hydroxy-2-methyl-3-phenylpropanoate 
• 36391-82-9 5r-methyl-6t-phenyl-[1,3]oxazinan-2-one 

Relevant academic research and scientific papers

Sterically Hindered Chiral Ferrocenyl P,N,N-Ligands for Highly Diastereo-/Enantioselective Ir-Catalyzed Hydrogenation of α-Alkyl-β-ketoesters via Dynamic Kinetic Resolution

A new class of sterically hindered chiral ferrocenyl P,N,N-ligands have been prepared through a two-step transformation from (Sc,Rp)-PPFNH2, in which a new (R)-stereogenic center at the pyridinylmethyl position was generated in high diastereoselectivity. With these newly developed P,N,N-ligands, Ir-catalyzed asymmetric hydrogenation of various α-alkyl-substituted β-aryl-β-ketoesters via dynamic kinetic resolution has been realized in high diastereo- and enantioselectivities for the first time, which led to a variety of optically active anti-β-hydroxyesters in up to 99% ee. The study indicated that the additional stereocenter at the pyridinylmethyl position of these ligands is crucial to realize this hydrogenation.

Anti-Selective enolboration-aldolization of propanoic acid

A systematic examination of enolboration-aldolization of propanoic acid has led to an efficient synthesis of anti-β-hydroxy-α-methyl carboxylic acids in consistently high yields and diastereoselectivities by using B-bromodicyclohexylborane as the enolizat

MNBA-mediated β-lactone formation: Mechanistic studies and application for the asymmetric total synthesis of tetrahydrolipstatin

Various β-lactones were prepared from β-hydroxycarboxylic acids by intramolecular dehydration condensation using MNBA, an effective coupling reagent, along with a nucleophilic catalyst. The transition state that provides the desired 4-membered ring model system is disclosed by density functional theory (DFT) calculations, and the structural features of the transition form are discussed. This method was successfully applied to the asymmetric total synthesis of tetrahydrolipstatin (THL), an antiobestic drug used in clinical treatment to inhibit the activity of pancreatic lipase.

Triazolium Carbene Catalysts and Stereoselective Bond Forming Reactions Thereof

Provided herein are triazolium carbine catalysts useful for asymmetric hydration, fluorination, and deuteration, and processes for their preparation. Also provided are synthetic reactions in which these catalysts are used, in particular, in stereoselective formation of carbon-chlorine, carbon-hydrogen, carbon-fluorine, and carbon-deuterium bonds.

Synthesis of 2-Arylethylamines by the Curtius Rearrangement

2-Arylethylamine derivatives were synthesized using the Curtius reaction and with three different methods of preparing the acyl azide functional group. Carbamates derived from isocyanate were convenient protecting groups for alkylation of amines. Starting from benzaldehyde, amphetamine was prepared in three steps through an oxazolidin-2-one intermediate in 62% overall yield. Copyright Taylor & Francis Group, LLC.

Rhenium-catalyzed reaction of carbonyl compounds with ketene silyl acetals

It was found that rhenium complex is an effective catalyst for the reaction of carbonyl compounds with ketene silyl acetals. A wide range of β-silyloxy esters is obtained by the treatment of carbonyl compounds with ketene silyl acetals in the presence of

(E)-2-boryl-1,3-butadiene derivatives of the 10-TMS-9-BBDs: Highly selective reagents for the asymmetric synthesis of anti-1,2-disubstituted 3,4-pentadien-1-ols

(Chemical Equation Presented) The efficient stepwise construction of optically pure trans-4-substituted 2-boryl-1,3-butadienes 6 is described. Hydroboration of 1-alkynes with either enantiomeric form of 3 leads to the pure trans-1-alkenylboranes 4 which u

Highly diastereoselective anti-Aldol reactions utilizing the titanium enolate of cis-2-arylsulfonamido-1-acenaphthenyl propionate

(Matrix presented) anti-Aldol reaction of Ti-enolate derived from cis-2-arylsulfonamido-1-acenaphthenyl propionate with representative aldehydes proceeded in excellent yield with high diastereoselectivity. Both enantiomers of cis-2-amino-1-acenaphthenol w

Catalytic asymmetric access to α,β unsaturated δ-lactones through a vinylogous aldol reaction: Application to the total synthesis of the Prelog-Djerassi lactone

Figure presented A one-step catalytic asymmetric access to α,β unsaturated δ-lactones is described, using a vinylogous Mukaiyama-aldol reaction between a γ-substituted dienolate and various aldehydes in the presence of Carreira catalyst CuF·(S)-tolBinap.

Synthesis of W-propionylated (S)-(-)-2-(pyrrolidin-2-yl)propan2-ol and its use as a chiral auxiliary and selectivity marker in asymmetric aldol reactions

The N-propionylated pyrrolidine derivative and chiral auxiliary, (S)-(-)-2-(pyrrolidin-2-yl)propan-2-ol, was synthesised and used in stereoselective aldol reactions with benzaldehyde. Differences in stereoselectivity were investigated as a function of temperature, solvent, chelating agent and the amount of the chelating agent used by monitoring the 1H NMR spectra of the aldol adducts that were obtained. Among the additives that were investigated, Cp2ZrCl2 induced higher syn-selectivity, while SnCl2 induced higher syn-selectivity respectively. TMSCl was found to induce high selectivity for one syn- and one anti-diastereomer. Varying the ligand sets on titanium additives was found to induce differences in selectivity, with (i-PrO)3TiCl exhibiting syn-selectivity and Cp2TiCl2 exhibiting anti-selectivity. Differences in reactivity and stereoselectivity were also found to depend upon the amount of Lewis acid that was added. Methods for removal of the auxiliary were also investigated. Acidic hydrolysis was used successfully to obtain the desired 3-hydroxy-2-methyl-3-phenylpropionic acids, but was found to give low yields and resulted in a large amount of epimerisation. Furthermore, the ethyl esters of these hydroxy acids are easy to separate into pure syn- and anti-diastereomers by LC. The Royal Society of Chemistry 2000.