1454914-90-9Relevant academic research and scientific papers
Asymmetric Synthesis of Optically Active Spirocyclic Indoline Scaffolds through an Enantioselective Reduction of Indoles
Borrmann, Ruediger,Knop, Nils,Rueping, Magnus
, p. 798 - 801 (2017)
An enantioselective synthesis of spirocyclic indoline scaffolds was achieved by applying an asymmetric iridium-catalyzed hydrogenation of 3H-indoles. Low catalyst loadings and mild reaction conditions provide a broad range of differently substituted products with excellent yields and enantioselectivities. The developed methodology allows an efficient synthesis of this important spirocyclic structural motif, which is present in numerous biologically active molecules and privileged structures in medicinal chemistry.
Single-operation deracemization of 3H-indolines and tetrahydroquinolines enabled by phase separation
Lackner, Aaron D.,Samant, Andrew V.,Toste, F. Dean
supporting information, p. 14090 - 14093 (2013/10/21)
The single-operation deracemization of 3H indolines and tetrahydroquinolines is described. An asymmetric redox approach was employed, in which a phosphoric acid catalyst, oxidant, and reductant are present in the reaction mixture. The simultaneous presence of both oxidant and reductant was enabled by phase separation and resulted in the isolation of highly enantioenriched starting materials in high yields.
