220167-11-3Relevant articles and documents
Palladium-catalyzed tandem allylation of 1,2-phenylenediamines with cis-1,4-diacetoxy-2-butene
Yang, Shyh-Chyun,Liu, Pei-Chin,Feng, Wei-Hao
, p. 4951 - 4954 (2007/10/03)
The activation of C-O bonds in cis-1,4-diacetoxy-2-butene has been accelerated by carrying out the reactions in the presence of palladium complexes associated with ligands. Palladium-catalyzed tandem allylation of 1,2-phenylenediamines with cis-1,4-diacet
Palladium(0)-catalyzed asymmetric synthesis of 1,2,3,4-tetrahydro-2- vinylquinoxalines
Massacret, Magali,Lhoste, Paul,Sinou, Denis
, p. 129 - 134 (2007/10/03)
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.