1610699-04-1Relevant articles and documents
An imidazoline-aminophenol (IAP) nickel catalyst: Structure and catalytic activity in the enantioselective 1,4-addition of 3′-indolyl-3-oxindoles to nitroethylene
Awata, Atsuko,Wasai, Makiko,Masu, Hyuma,Kado, Sayaka,Arai, Takayoshi
, p. 2470 - 2477 (2014)
The structure of a nickel complex of imidazoline-aminophenol (IAP) prepared from IAP with Ni(OAc)2 was elucidated as cis- bis(imidazolineaminophenoxide) [Ni(IAP)2]. The [Ni(IAP)2] complex smoothly promoted catalytic asymmetric 1,4-addition of 3′-indolyl-3-oxindole to nitroethylene to provide chiral mixed 3,3′-bisindoles with high enantioselectivities. Mechanistic studies using ESI-MS analyses suggest that one IAP ligand dissociated from [Ni(IAP) 2] to generate the Ni-enolate of 3′-indolyl-3-oxindole. From the optically active 3,3′-mixed indole adduct, biologically important 3′-indolyl-3-pyrrolidinoindoline was successfully synthesized in a three-step reaction sequence. Copyright