2832-16-8

Upstream product

• 75-52-5 nitromethane 
• 140-88-5 ethyl acrylate 
• 552-89-6 2-nitro-benzaldehyde 
• 2969-81-5 Ethyl 4-bromobutyrate 

Downstream Products

• 616-45-5 2-pyrrolidinon 
• 53848-42-3 (E)-4-Nitro-5-p-tolyl-4-pentensaeureaethylester 
• 53848-48-9 (E)-4-Nitro-5-o-chlorphenyl-4-pentensaeureaethylester 
• 53848-37-6 (E)-4-Nitro-5-p-nitrophenyl-4-pentensaeureaethylester 
• 53848-49-0 4-Nitro-5-(p-hydroxy-m-methoxyphenyl)-penten-⁽⁴⁾-saeureaethylester 
• 53848-38-7 (E)-4-Nitro-5-p-cyanophenyl-4-pentensaeureaethylester 
• 53848-45-6 4-Nitro-5-(p-dimethylaminophenyl)-penten-⁽⁴⁾-saeureethylester 
• 52175-26-5 (Z)-4-Nitro-5-phenyl-pent-4-enoic acid ethyl ester 
• 82590-35-0 Ethyl 4-nitro-5-(m-methoxyphenyl)pent-4-enoate 
• 1443529-79-0 (4R,5S)-ethyl 5-((tert-butoxycarbonyl)amino)-4-nitro-5-phenylpentanoate 
• 1443529-80-3 (4S,5S)-ethyl 5-((tert-butoxycarbonyl)amino)-4-nitro-5-phenylpentanoate 

Relevant academic research and scientific papers

Phosphoramidites are efficient, green organocatalysts for the Michael reaction. Mechanistic insights into the phosphorus-catalyzed Michael reaction of alkynones and implications for asymmetric catalysis

Hexamethylphosphorous triamide (HMPT) and other phosphoramidites and phosphites have been found to be efficient catalysts for the Michael reaction of alkenones and alkynones with malonates, α-cyano esters, β-keto esters, and nitro compounds. The relativel

Catalysis of the Michael reaction by using natural phosphate doped with potassium fluoride

The Michael addition of nitroalcanes to α,β-unsaturated carbonyl compounds was carried out at room temperature in ethanol, using natural phosphate doped with potassium fluoride.

Intermolecular domino Michael/aldol reactions of α,β-unsaturated esters, aromatic aldehydes, and various nucleophiles promoted with a catalytic amount of a guanidine base in DMSO

In DMSO, a catalytic amount of Barton's base (2-t-butyl-1,1,3,3-tetramethylguanidine, BTMG) effectively catalyzed intermolecular three-component reactions of α,β-unsaturated esters, aldehydes, and carbon-, sulfur-, or nitrogen-pronucleophiles to give three-component addition products with the formation of two new σ-bonds: pronucleophiles and aldehydes reacted with α,β-unsaturated esters at their β-positions and α-positions, respectively. Mechanism studies suggested that these reactions proceeded by the first intermolecular Michael addition of anionic nucleophiles that were formed from pronucleophiles with a catalytic amount of BTMG, followed by intermolecular aldol reactions of transient ester enolates even in the presence of more than stoichiometric amounts of acidic pronucleophiles. High nucleophilicity over Br?nsted basicity of transient enolates in polar solvents was observed for transient ester enolates rather than ketone enolates.

Highly convergent straightforward stereoselective synthesis of (+)-C(9a)-epiepiquinamide

– The total synthesis of (+)-C(9a)-epiepiquinamide has been achieved starting from ethyl 5-bromopentanoate, (RS)-tert-butanesulfinamide, nitromethane, ethyl acrylate and acetic anhydride. The diastereoselective coupling of ethyl 4-nitrobutanoate and a chiral N-tert-butanesulfinyl imine, along with a double cyclization involving a primary amine through an intramolecular N-alkylation and lactam formation, are key steps of this synthesis.

Stereoselective aza-Henry reaction of chiral tert-butanesulfinyl imines with methyl or ethyl 4-nitrobutanoate: Easy access to enantioenriched 6-substituted piperidine-2,5-diones

The base-catalyzed addition of 4-nitrobutanoates 6 to N-tert-butanesulfinyl imines 8 under solvent-free reaction conditions proceeded with high face diastereoselectivity. The resulting β-nitroamine derivatives 9 were easily transformed into 6-substituted piperidine-2,5-diones 11 upon removal of the sulfinyl group with concomitant δ-lactam formation and functional group transformation under Nef reaction conditions.

Synthesis of withasomnines and their non-natural analogues from aldehydes and 4-nitro-1-butanol in three steps

Total synthesis of all three pyrazole-based withasomnine alkaloids and selected examples of their non-natural analogs has been achieved from readily available aldehydes and 4-nitro-1-butanol in three steps. Since 4-nitro-1-butanol in turn is prepared in t

Base-catalysed intramolecular hydroamination of vinyl sulfiies

Small amounts of n-butyllithium catalyse the highly efficient hydroamination of a large variety of vinyl sulfides. This novel methodology offers an easy access to a wide range of nitrogen heterocycles, including simple pyrrolidines and piperidines, as well as more complex bicyclic compounds. Subsequent transformations of the sulfur group led to the formation of functionalised alkaloid-like substructures. Wiley-VCH Verlag GmbH & Co. KGaA.

Use of a solid hydrotalcite structure incorporating fluorides for basic catalysis of michael or knoevenagel reactions

The invention concerns the use of a solid basic catalyst comprising a hydrotalcite structure wherein part at least of the compensating anions are fluoride anions F? for producing Knoevenagel of Michael condensation reactions. The invention also concerns novel solid basic catalysts comprising a hydrotalcite structure characterised by a Mg/Al molar ratio ranging between 2.5 and 3.8 wherein at least part of the compensating anions are fluoride anions F?, and methods for preparing said novel catalysts.

Catalytic C-C bond formation promoted by Mg-Al-O-t-Bu hydrotalcite

Mg-Al-O-t-Bu-hydrotalcite catalyst was found to be an efficient, environmentally attractive and selective solid base catalyst for 1,4 Michael addition. Mg-Al-O-t-Bu hydrotalcite is also effective for simple synthesis of α,β-unsaturated esters and nitriles by condensation of the corresponding activated carboxylic esters or nitriles with various aldehydes by Knoevenagel condensation. These reactions proceeded at room temperature at a greater rate in the presence of Mg-Al-O-t-Bu hydrotalcite than in the presence of any of the other catalysts examined. (C) 2000 Elsevier Science Ltd.