409113-04-8

Upstream product

• 108-94-1 cyclohexanone 
• 115276-75-0 ethyl (E)-2-(p-methoxyphenylimino)acetate 
• 924-44-7 glyoxylic acid ethyl ester 
• 104-94-9 4-methoxy-aniline 
• 124156-21-4 ethyl (4-methoxyphenylimino)acetate 
• 22780-11-6 1-(2,2,2-trichloroacetoxy)cyclohexene 

Downstream Products

• 872515-66-7 ethyl (2S,1'S)-2-N-(4-methoxyphenyl)acrylamido-2-(2'-oxocyclohex-1'-yl)acetate 
• 872515-81-6 (1S,2S,5R,6R)-2-carbethoxy-6-hydroxy-3-(4-methoxyphenyl)-5-methyl-3-azabicyclo[4.4.0]decan-4-one 

Relevant academic research and scientific papers

Catalytic asymmetric three-component mannich-type reaction of alkenyl trichloroacetates

A catalytic enantioselective three-component Mannich-type reaction of alkenyl trichloroacetates, ethyl glyoxalate, and aniline derivatives was achieved using an (S)-BINOL-derived chiral tin dibromide possessing a 4-trifluoromethylphenyl group at the 3- an

Process Catalyst Mass Efficiency by Using Proline Tetrazole Column-Flow System

Generally, organocatalysts are not decomposed during chemical transformation, which is different from traditional metal catalysts. To improve catalytic processes efficiency, various studies have been applied to flow synthesis for organocatalysis. Furtherm

Asymmetric Mannich reactions catalyzed by proline and 4-hydroxyproline derived organocatalysts in the presence of water

The ability of amphiphilic catalysts based on proline and 4-hydroxyproline to catalyze the Mannich reaction in aqueous media is reported. With a 4-tert-butyldimethylsiloxy-substituted organocatalyst derived from N-prolylsulfonamide, the reaction of cyclohexanone with iminoglyoxylate proceeds with high enantioselectivity (>99% ee for the syn-diastereomer). This catalyst was also successfully applied in a reaction of an iminoglyoxylate with an aqueous tetrahydro-2H-pyran-2,6-diol to give the corresponding 2,3-disubstituted tetrahydropyridine with up to 95:5 dr and 98% ee.

List-Barbas-Mannich reaction catalyzed by modularly designed organocatalysts

The List-Barbas-Mannich reaction of ethyl (p-methoxyphenylimino)acetate (p-methoxyphenyl = PMP) with unmodified aldehydes or ketones catalyzed by modularly designed organocatalysts (MDOs) that are self-assembled from proline and cinchona alkaloid thiourea

Silica-supported 5-(pyrrolidin-2-yl)tetrazole: Development of organocatalytic processes from batch to continuous-flow conditions

5-(Pyrrolidin-2-yl)tetrazole functionalized silica prepared by photoinduced thiol-ene coupling is packed into a short stainless steel column. The resulting packed-bed microreactor is conveniently heated to perform environmentally benign continuous-flow al

Indoline-3-carboxylic acid derived organocatalysts for the anti-mannich reaction

Mannich type reactions of a preformed aldimine with various carbonyl compounds were investigated with a series of functionalised indoline derivatives as catalysts: indoline-3-carboxylic acid, the diphenylcarbinol analogue and O-protected silyl ether analo

Asymmetric Mannich reaction catalyzed by N-arylsulfonyl-l-proline amides

Proline-derived N-sulfonylcarboxamides efficiently catalyze the asymmetric Mannich reaction of cyclic ketones with N-(p-methoxyphenyl)-protected iminoglyoxylate. Both classical organic solvents and ionic liquids were used as the reaction media. With cyclo

SULFONAMIDE-BASED ORGANOCATALYSTS AND METHOD FOR THEIR USE

Organocatalysts, particularly proline sulfonamide organocatalysts, having a first general formula as follows are disclosed. Embodiments of a method for using these organocatalysts also are disclosed. The method comprises providing a disclosed organocataly

4-Aminothiourea prolinol tert-butyldiphenylsilyl ether: A chiral secondary amine-thiourea as organocatalyst for enantioselective anti-mannich reactions

anti-Selective Mannich reactions of N-p-methoxyphenyl (PMP)-protected α-iminoglyoxylate with unmodified aldehydes or ketones were effectively catalyzed by 4-aminothiourea prolinol tert-butyldiphenylsilyl ether. The reactions led to chiral β-amino carbonyl compounds in high yields (up to 94%), excellent diastereo- and enantioselectivities (up to 98% de and >99% ee). The study demonstrated for the first time that direct Mannich-type reactions of unmodified aldehydes or ketones to aiminoglyoxylate can be promoted by secondary amine-thiourea chiral organocatalyst.