59191-36-5

Upstream product

• 96-36-6 methyl phosphite 
• 51608-60-7 N-(benzylidene)-p-methylbenzenesulfonamide 
• 36198-87-5 dimethyl trimethylsilyl phosphite 
• 1416426-63-5 (E)-dimethyl (4-methylphenylsulfonamido)(phenyl)methylphosphonate 
• 100-52-7 benzaldehyde 
• 70-55-3 toluene-4-sulfonamide 
• 868-85-9 Dimethyl phosphite 
• 51608-60-7 phenyl N-tosyl imine 
• 186581-53-3 diazomethane 
• 59191-46-7 [Phenyl-(toluene-4-sulfonylamino)-methyl]-phosphonic acid 

Downstream Products

• 1416426-74-8 (S)-dimethyl (cyano(4-methylphenylsulfonamido)(phenyl)methyl)phosphonate 

Relevant academic research and scientific papers

Enantioselective Aza-Reformatsky Reaction with Ketimines

Here, an enantioselective aza-Reformatsky reaction using acyclic ketimine substrates is presented. Using α-phosphorated ketimines as electrophilic substrates and a simple BINOL-derived ligand, phosphorated analogues of aspartic acid holding chiral tetrasubstituted carbons are efficiently obtained with excellent enantioselectivity through an asymmetric organocatalytic Reformatsky-type reaction. The phosphorated analogues of aspartic acid have been used for the synthesis of phosphorus-containing enantiopure tetrasubstituted β-lactams.

Enantioselective Synthesis of α-Amino Phosphonates via Pd-Catalyzed Asymmetric Hydrogenation

A highly enantioselective palladium-catalyzed hydrogenation of a series of linear and cyclic α-iminophosphonates has been achieved, providing efficient access to optically active α-aminophosphonates with up to 99% ee. (Chemical Equation Presented).

Asymmetric synthesis of functionalized tetrasubstituted α-aminophosphonates through enantioselective aza-Henry reaction of phosphorylated ketimines

Bifunctional Cinchona alkaloid thioureas efficiently catalyze asymmetric nucleophilic addition of nitromethane to ketimines derived from α-aminophosphonic acids to afford tetrasubstituted α-amino-β-nitro-phosphonates. Catalytic hydrogenation of (S)-α-amin

Hydrophosphonylation of aldimines under catalysts-free conditions

Trimethylsilyl phosphite reacted with aldimines efficiently under catalysts-free conditions, giving α-aminophosphonates in good to excellent yields. Furthermore, the reaction can be scaled-up easily and the high yield can be maintained. Copyright

Asymmetric cyanation of a-ketiminophosphonates catalyzed by cinchona alkaloids: Enantioselective synthesis of tetrasubstituted a-aminophosphonic acid derivatives from trisubstituted a-aminophosphonates

An enantioselective synthesis of tetrasubstituted a-phosphono-a-amino nitriles through asymmetric cyanation of a-ketiminophosphonates catalyzed by Cinchona alkaloids is reported. a-Ket- ACHTUNGTRENUNGiminophosphonates are generated, in a very efficient sy

Nucleophilic carbene-mediated hydrophosphonylation of aldimines

Aldimines undergo efficient hydrophosphonylation reactions with dimethyl phosphite in the presence of nucleophilic heterocyclic- carbenes (NHCs) as organocatalysts to give the corresponding (α-aminoalkyl)phosphonates in moderate-to-excellent yields. Georg

Amberlyst-15-catalyzed facile synthesis of α-amino phosphonates

(Chemical Equation Presented) A simple and efficient method has been developed for the synthesis of sulfonamide phosphonates from N-tosyl aldimines and dimethyl trimethylsilyl phosphite at 0 °C in the presence of Amberlyst-15 as a heterogeneous catalyst.

Iodine-catalyzed efficient hydrophosphonylation of N-tosyl aldimines

(Chemical Equation Presented) Treatment of N-tosyl aldimines with dialkyl trimethylsilyl phosphites at 0°C in the presence of iodine as a catalyst afforded the corresponding sulfonamide phosphonates in excellent yields within 1.5 to 2.5 h.

A Facile Synthesis of O,O-Dialkyl-α-(p-toluenesulphonamido)-benzyl Phosphonates

A series of O,O-dialkyl-α-(p-toluenesulphonamido)benzyl phosphonates have been synthesised by the addition of alkyl phosphites to N-benzylidene-p-toluenesulphonamide.The compounds exhibit chemical shift nonequivalence of prochiral alkoxy groups.Furthermore, on the basis of observed 2JPCH, a preferred conformation with benzylic hydrogen in gauche-disposition to phosphoryl group has been suggested.