Palladium (0)??Catalyzed Asymmetric Synthesis of 1, 2, 3, 4??Tetrahydro??2??vinylquinoxalines

M Massacret, P Lhoste, D Sinou

Index: Massacret, Magali; Lhoste, Paul; Sinou, Denis European Journal of Organic Chemistry, 1999 , # 1 p. 129 - 134

Full Text: HTML

Citation Number: 28

Abstract

Abstract 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 ...