409113-12-8

Upstream product

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

Downstream Products

• 409113-10-6 (3R,3aR,7aR)-hexahydro-3-(p-methoxyphenylamino)-2(3H)-benzofuranone 
• 847254-56-2 ethyl (R)-N-(p-methoxyphenyl)-cyclohexylglycinate 
• 803631-73-4 (3R,3aR,7aR)-3-amino-hexahydro-2(3H)-benzofuran-2-one 
• 847254-57-3 ethyl (R)-N-(tert-butoxycarbonyl)-cyclohexylglycinate 
• 70491-05-3 (2R)-[(tert-butoxycarbonyl)-amino](cyclohexyl)ethanoic acid 

Relevant academic research and scientific papers

Asymmetric amplification in the amino acid-catalyzed synthesis of amino acid derivatives

The origins of biological homochirality have intrigued researchers since Pasteur's discovery of the optical activity of biomolecules. Herein, we present the first example of asymmetric amplification in the amino acid-catalyzed enantioselective synthesis o

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.

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

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

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

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.

Asymmetric autocatalytic Mannich reaction in the presence of water and its implication in prebiotic chemistry

An enantioselective process in which the chiral Mannich product acts as a catalyst for its own replication was observed to occur under various conditions in the presence of water. The Royal Society of Chemistry.

Organic solvent-free, enantio- and diastereoselective, direct Mannich reaction in the presence of water

An organocatalyst-mediated, asymmetric Mannich reaction in the presence of water without using organic solvents has been developed. A highly reactive siloxytetrazole hybrid catalyst has been developed for the reaction of dimethoxyacetaldehyde, while the s

Acyclic chiral amines and amino acids as inexpensive and readily tunable catalysts for the direct asymmetric three-component Mannich reaction

The direct three-component asymmetric Mannich reaction catalyzed by acyclic chiral amines or amino acids is presented. Simple acyclic chiral amines and amino acids - such as alanine-tetrazole (9), alanine, valine, and serine - catalyzed the three-componen

Organocatalysis with proline derivatives: Improved catalysts for the asymmetric Mannich, nitro-Michael and aldol reactions

Tetrazole and acylsulfonamide organocatalysts derived from proline have been synthesised and applied to the asymmetric Mannich, nitro-Michael and aldol reactions to give results that are superior to the proline-catalysed counterpart.