750596-85-1

Upstream product

• 49653-17-0 ethyl 2-ethoxyglycolate 
• 108-94-1 cyclohexanone 
• 924-44-7 glyoxylic acid ethyl ester 
• 6651-36-1 1-(Trimethylsilyloxy)cyclohexene 
• 5396-14-5 ethyl 2-oxo-2-(2-oxocyclohexyl)acetate 
• 750596-77-1 cyclohex-1-enyl-carbamic acid benzyl ester 
• 942602-65-5 N-((p-methoxy)benzenesulfonyl)-cyclohex-1-enamine 

Downstream Products

• 91690-93-6 (RS)-dimethylamino-((RS)-2-oxo-cyclohexyl)-acetic acid ethyl ester 
• 67715-07-5 2-(6-oxocyclohex-1-en-1-yl)acetic acid 
• 24124-06-9 2-(6-Oxocyclohex-1-enyl) acetate d'ethyle 
• 24181-84-8 2-(2-Oxocyclohexanylidene) acetate d'ethyle E 

Relevant academic research and scientific papers

Fe(III)-Catalyzed Diastereoselective Friedel-Crafts Alkylation-Hemiketalization-Lactonization Cascade for the Synthesis of Polycyclic Bridged 2-Chromanol Lactones

An unprecedented Fe(III)-catalyzed Friedel-Crafts alkylation-hemiketalization-lactonization cascade of electron-rich hydroxy arenes and distinctively functionalized unsaturated 4-keto esters is developed for the construction of polycyclic bridged 2-chroma

A 2 - (2-hydroxy-phenyl) - 2-phenoxyacetic acid ester synthetic method

The invention discloses a synthetic method for 2-(2-hydroxyphenyl)-2-oxyacetate. The method comprises the following steps: taking cyclohexanone and glyoxylate as raw materials, producing an Aldol condensation reaction through catalysis at a room temperatu

Glyoxylic acid versus ethyl glyoxylate for the aqueous enantio selective Synthesis of α-hydroxy-γ-keto acids and esters by the N-Tosyl-(S a)-binam-l-prolinamide-organocatalyzed aldol reaction

N-Tosyl-(S a)-binam-l-prolinamide is an efficient catalyst for the aqueous aldol reaction between ketones and glyoxylic acid, as the monohydrate or as an aqueous solution, or a 50% toluene solution of ethyl glyoxylate. These reactions led to the formation of chiral α-hydroxy-γ-keto carboxylic acids and esters in high levels of diastereo- and enantioselectivities (up to 97% ee), providing mainly anti aldol products. Only cyclopentanone and cyclohexane-1,4-dione afforded an almost 1:1 mixture of the syn/anti-diastereoisomers; however, the reaction between 4-phenylcyclohexanone and ethyl glyoxylate gave the corresponding syn,syn-product as the major diastereoisomer.

Pyrimidine-derived prolinamides as recoverable bifunctional organocatalysts for enantioselective inter- and intramolecular aldol reactions under solvent-free conditions

Chiral L-prolinamides 2 containing the (R,R)- and (S,S)-trans-cyclohexane-1,2-diamine scaffold and a 2-pyrimidinyl unit are synthesized and used as general organocatalysts for intermolecular and intramolecular aldol reactions with 1,6-hexanedioic acid as a co-catalyst under solvent-free conditions. The intermolecular reaction between ketone-aldehyde and aldehyde-aldehyde must be performed under wet conditions with catalyst (S,S)-2b at 10 °C, which affords anti-aldols with high regio-, diastereo-, and enantioselectivities. For the Hajos-Parrish-Eder-Sauer-Wiechert reaction, both diastereomers of catalyst 2 give similar results at room temperature in the absence of water to give the corresponding Wieland-Miescher ketone and derivatives. Both types of reactions were scaled up to 1 g, and the organocatalysts were recovered by extractive workup and reused without any appreciable loss in activity. DFT calculations support the stereochemical results of the intermolecular process and the bifunctional role played by the organocatalyst by providing a computational comparison of the H-bonding networks occurring with catalysts 2a and 2b. The intermolecular ketone-aldehyde and aldehyde-aldehyde aldol reactions and the Hajos-Parrish-Eder-Sauer-Wiechert versions with the employment of chiral L-prolinamides containing the (R,R)- and (S,S)-trans-cyclohexane-1,2-diamine scaffold and a 2-pyrimidinyl unit are successfully performed under solvent-free conditions; WMK = Wieland-Miescher ketone.

L-proline-grafted mesoporous silica with alternating hydrophobic and hydrophilic blocks to promote direct asymmetric aldol and Knoevenagel-Michael cascade reactions

Promotion of heterogeneous asymmetric catalysis is of major interest in the asymmetric catalysis field. In this work, a novel strategy for the synthesis of l-proline-grafted mesoporous silica with alternating hydrophobic and hydrophilic blocks to promote the heterogeneous asymmetric catalysis was reported. The surface synergies in the neat environment and the interface acceleration in aqueous medium thereby fostered high catalytic activities and enantioselectivity in the direct aldol reaction and the Knoevenagel-Michael cascade reaction. The l-proline loading could be reduced to as low as 0.63 mol %, giving 95% ee for anti-isomers and 81% ee for syn-isomers in the catalytic asymmetric aldol reaction of nitrobenzaldehyde and cyclohexanone, which was hard to accomplish on the homogeneous counterpart. In the direct asymmetric aldol reaction of ethyl-2-oxoacetate and cyclohexanone, 82% yield in 24 h and 90% ee were achieved. More exciting, the catalysts were applied to more exigent reactions. As an example, in the Knoevenagel-Michael cascade reaction, 85% yield in 10 h and up to 91% ee was achieved.

Chitosan aerogel beads as a heterogeneous organocatalyst for the asymmetric aldol reaction in the presence of water: An assessment of the effect of additives

The catalytic properties of chitosan aerogel for the direct asymmetric aldol reaction in water assisted by various surfactants and acid co-catalysts have been evaluated by employing a range of donor and acceptor systems. A beneficial effect on both the yi

INHIBITORS OF VIRAL REPLICATION, THEIR PROCESS OF PREPARATION AND THEIR THERAPEUTICAL USES

The present invention relates to compounds, their use in the treatment or the prevention of viral disorders, including HIV.

Bronsted acid catalyzed asymmetric aldol reaction: A complementary approach to enamine catalysis

A syn-enantioselective aldol reaction has been developed using Bronsted acid catalysis based on H8-BINOL-derived phosphoric acids. This method affords an efficient synthesis of various β-hydroxy ketones, some of which could not be synthesized u

Inorganic ammonium salts as catalysts for direct aldol reactions in the presence of water

Inorganic ammonium salts catalyze the direct aldol reaction between unmodified ketones and aldehydes to furnish the corresponding β-hydroxy ketones in aqueous media. The reactions are highly chemoselective and operationally simple.

Enantioselective activation of aldehydes by chiral phosphoric acid catalysts in an aza-ene-type reaction between glyoxylate and enecarbamate

(Chemical Equation Presented) Double interaction doesit: Highly enantio- and diastereoselective aza-ene-type reaction of glyoxylate with an enecarbamate is accomplished by using a binol-derived phosphoric acid catalyst (see scheme). DFT computational analysis revealed that two hydrogen bonds formed between the catalyst and the aldehyde are critical for the high enantioselectivity.