Asymmetric Synthesis of Optically Active Spirocyclic Indoline Scaffolds through an Enantioselective Reduction of Indoles. Issue 4 (15th December 2016)

• Record Type: Journal Article
• Authors: Borrmann, Ruediger; Knop, Nils; Rueping, Magnus
• Is Part Of: Chemistry. Volume 23:Issue 4(2017)
• Page Start: 798
• Page End: 801
• Publication Date: 2016-12-15
• Subjects: asymmetric reduction -- indoles -- iridium catalysis -- pharmacophore -- spirocycles; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201605450
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: An enantioselective synthesis of spirocyclic indoline scaffolds was achieved by applying an asymmetric iridium‐catalyzed hydrogenation of 3 H ‐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. Abstract : An enantioselective synthesis of spirocyclic indoline scaffolds was achieved through an asymmetric iridium‐catalyzed hydrogenation of 3 H ‐indoles. Low catalyst loadings and mild reaction conditions provide a broad range of differently substituted products with excellent yields and enantioselectivities.