105227-10-9

Upstream product

• 94768-26-0 threo-N-(2-nitro-1,2-diphenylethyl)acetamide 
• 35132-20-8 (R,R)-1,2-diphenylethylenediamine 
• 108-24-7 acetic anhydride 
• 1558718-71-0 (1R,2R)-N-acetyl-N′-phthaloyl-1,2-diphenylethylenediamine 
• 1387581-28-3 2-[(1R,2R)-2-amino-1,2-diphenylethyl]-2,3-dihydro-1H-isoindole-1,3-dione 
• 320778-88-9 (+)-(4R,5R)-2-methyl-4,5-diphenyl-4,5-dihydro-1H-imidazole 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 645-49-8 cis-stilben 

Downstream Products

• 1262516-53-9 (1R,2R)-1,2-diphenyl-2-(piperidin-1-yl)ethanamine 
• 1262516-52-8 (1R,2R)-1,2-diphenyl-N₁,N₁-bis(3-phenylpropyl)ethane-1,2-diamine 
• 320778-95-8 N-[2-(5,7-dihydro-dibenzo[c,e]azepin-6-yl)-1,2-diphenyl-ethyl]-acetamide 
• 6944-06-5 threo-1-acetamido-2-benzamido-1,2-diphenylethane 

Relevant academic research and scientific papers

Organocatalytic asymmetric aldol reaction using protonated chiral 1,2-diamines

Organic-catalyzed stereoselective reactions have gained attention because they avoid the problems associated with metal catalysts, but existing catalysts based on proline have limitations. Therefore, (R,R)-(+)-1,2-diphenylethylenediamine (DPEN) was select

Enantioselectivity switch controlled by N,N′-di- or N,N,N′,N′-tetra-substituted chiral thiophosphorodiamide ligands, structural relatives of thioureas, in catalytic additions of diethylzinc to aldehydes

We have developed a series of new chiral thiophosphorodiamide ligands derived from (1R,2R)-(+)-1,2-diphenylethylenediamine, which are the structural relatives of thioureas. An investigation into their catalytic properties in asymmetric additions of diethylzinc to aldehydes has shown that N,N,N′,N′-tetra-substituted chiral thiophosphorodiamides can give (R)-secondary alcohols with up to 98% yield and 98% ee, while N,N′-di-substituted chiral thiophosphorodiamides give (S)-secondary alcohols with up to 99% yield and 97% ee values. The enantioselectivity switch is highly efficient with a broad substrate scope. We have also proposed hypothetical reaction pathways, which result in an enantioselectivity switch.

An efficient method for the preparation of N,N-disubstituted 1,2-diamines

C2-Symmetric 1,2-diamines are useful precursors to numerous reagents used in asymmetric synthesis and catalysis. We report here an efficient protocol for converting the two most commonly used trans-1,2-diamines to N,N-disubstituted derivatives, a transformation that simplifies the preparation of non-C2-symmetric diamines. Central to the method is the high-yielding conversion of the diamines to the corresponding monoacetylated derivatives via imidazoline intermediates. (C) 2000 Published by Elsevier Science Ltd.

Nitroacetamidation of Styrenes

Reaction of styrenes with nitronium tetrafluoroborate in acetonitrile affords good yields of products of nitroacetamidation.In all cases addition is highly regeoselective to give Markownikoff products.With trans-β-methylstyrene, conversion of the initial