49633-27-4

Upstream product

• 220165-50-4 1,4-ditosyl-2-vinyl-1,2,3,4-tetrahydroquinoxaline 
• 220166-62-1 N,N'-bis(4-nitrophenyl)sulfonyl-o-phenylenediamine 
• 220166-33-6 N,N'-(1,2-phenylene)bis(naphthalene-1-sulfonamide) 
• 220166-48-3 N,N'-(1,2-phenylene)bis(4-methoxybenzenesulfonamide) 
• 220167-11-3 1,2,3,4-tetrahydro-2-vinylquinoxaline 
• 98-59-9 p-toluenesulfonyl chloride 
• 95-54-5 1,2-diamino-benzene 
• 109249-85-6 1,2-bis-(2-nitro-benzenesulfonylamino)-benzene 
• 220166-23-4 N,N'-(1,2-phenylene)bis(2,4,6-trimethylbenzenesulfonamide) 
• 69627-35-6 N,N'-bis(benzenesulfonyl)-o-phenylenediamide 
• 49633-28-5 1,2-bis-(p-methylphenylsulfonamido)-benzene 

Relevant academic research and scientific papers

Palladium(0)-catalyzed asymmetric synthesis of 1,2,3,4-tetrahydro-2- vinylquinoxalines

Reaction of (Z)-1,2-bis(methoxycarbonyloxy)but-2-ene (2) with various N,N-bis(arylsulfonyl)-o-phenylenediamines 1 was catalyzed by a palladium complex associated with chiral ligands to give optically active 1,4- bis(arylsulfonyl)-1,2,3,4-tetrahydro-2-vinylquinoxalines 3 with up to 62% ee. The use of (S)-MeOBIPHEP as the chiral ligand and N,N-bis(p-tolylsulfonyl)-o- phenylenediamine (1i) as the nucleophile led to the highest ee at 25 °C, regardless of the solvent used. The enantioselectivity of the cyclization is strongly affected by the nature of the substituents at the nitrogen atom.