6485-63-8

Upstream product

• 72651-17-3 phenylglycine ethyl ester hydrochloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 22065-57-2 ethyl 2-phenyldiazoacetate 
• 70-55-3 toluene-4-sulfonamide 
• 924-44-7 glyoxylic acid ethyl ester 
• 4083-64-1 Tosyl isocyanate 
• 98-80-6 phenylboronic acid 
• 1247115-78-1 ethyl 2-phenyl-2-(tosylimino)acetate 
• 94263-57-7 ethyl 2,2-bis(4-methylphenylsulfonamido)acetate 
• 101-97-3 Ethyl 2-phenylethanoate 
• 934-56-5 trimethyl(phenyl)stannane 
• 83670-53-5 (E)-ethyl 2-(tosylimino)acetate 
• 83670-53-5 ethyl (N-tosylimino)acetate 

Downstream Products

• 6971-74-0 N-benzoyl-p-toluenesulfonamide 
• 2835-06-5 phenylglycin 
• 1384465-76-2 ethyl (±)-2-phenyl-1-tosylazetidine-2-carboxylate 
• 118917-59-2 (R)-N-(2-hydroxy-1-phenylethyl)-4-methyl-S-methylenebenzenesulfinamide 
• 193482-24-5 N-(R)-(2-acetoxy-1-phenylethyl)-p-toluenesulfonamide 

Relevant academic research and scientific papers

Amination of Diazocarbonyl Compounds: N-H Insertion under Metal-Free Conditions

Transition-metal-free intermolecular N-H insertion of α-diazocarbonyl compounds is reported. Among the series of nitrogen sources examined, dibenzenesulfonimide was found to be the choice in terms of the yields and the reaction time. Primary mechanistic e

Palladium-Catalyzed Enantioselective Three-Component Synthesis of α-Arylglycines

A general Pd-catalyzed, enantioselective three-component synthesis of α-arylglycines starting from sulfonamides, glyoxylic acid derivatives, and boronic acids was developed. This operationally straightforward procedure enables the preparation of a wide variety of α-arylglycines in high yields and excellent levels of enantioselectivity from a simple set of readily available starting materials. Incorporation of Pbf-amides gives a racemization-free access to N-unprotected α-arylglycines.

Ethyl 2,2-bis(4-methylphenylsulfonamido)acetate to aromatic α-amino acids: Stable substrates for catalytic arylation reactions

This paper reports the development of a novel methodology for the catalytic synthesis of aromatic α-amino acids, which involves the addition of aryl-organoboron reagents to α,α-ditosylamino esters derived from ethyl glyoxylate, using transition metal catalysts, like Rh and Pd. A library of α-amino esters (12 with Pd and 8 with Rh), was synthesized with moderate to excellent yields. A highest enantioselectivity of 30% ee was obtained using Hayashi's ligand. This method was applied to the synthesis of phenylglycine.

An efficient synthesis of azetidines with (2-bromoethyl)sulfonium triflate

Easily accessible arylglycine derivatives were cyclized to azetidines by using commercially available (2-bromoethyl)sulfonium triflate in a simple and mild procedure. The high-yielding reaction has a relatively broad scope and was extended to the synthesi

NANOSTRUCTURED METALS

The invention relates to a nanoparticulate material comprising long ultrathin metal nanowires, and to processes for making it. The nanoparticulate material may be used as a catalyst and, in the presence of a chiral modifier, can catalyse enantioselective reactions.

Ruthenium-catalyzed one-pot carbenoid N-H insertion reactions and diastereoselective synthesis of prolines

Aryl- and aliphatic-substituted 3-hydroxyprolines and various other amino esters are conveniently prepared by [RuCI2(p-cymene)] 2-catalyzed one-pot intramolecular and intermolecular carbenoid N-H insertion reactions, respectively, and the prolines are formed with high diastereoselectivities. The catalytic reactions are tolerant toward air/moisture, and the product yields are insensitive to the organic solvents used.

Rhodium-catalyzed addition of arylstannanes to carbon-heteroatom double bond

The addition of arylstannanes to the carbon-heteroatom double bond in the presence of a catalytic amount of a cationic rhodium complex ([Rh(cod)(MeCN)2]BF4) was examined. The reactions of aldehydes, α-dicarbonyl compounds, and N-substituted aldimines with the arylstannanes gave corresponding alcohols, α-hydroxy carbonyl compounds, and amines, respectively. An arylrhodium complex generated by the transmetalation with the arylstannane was probably the active catalytic species.

Rhodium-catalyzed arylation and alkenylation of imines with organostannanes

A rhodium complex catalyzed the addition of aryl- and alkenyl-stannanes to activated aldimines under mild and neutral conditions, affording the corresponding amines in good yields.