1374876-86-4Relevant academic research and scientific papers
Asymmetric Pnictogen-Bonding Catalysis: Transfer Hydrogenation by a Chiral Antimony(V) Cation/Anion Pair
Ding, Wei-Yi,Li, Shaoyu,Tan, Bin,Wei, Jun,Xiang, Shao-Hua,Zhang, Jian
supporting information, p. 6382 - 6387 (2021/05/29)
Pnictogen-bonding catalysis based on σ-hole interactions has recently attracted the attention of synthetic chemists. As a proof-of-concept for asymmetric pnictogen-bonding catalysis, we report herein an enantioselective transfer hydrogenation of benzoxazi
Asymmetric Synthesis of Optically Active Spirocyclic Indoline Scaffolds through an Enantioselective Reduction of Indoles
Borrmann, Ruediger,Knop, Nils,Rueping, Magnus
supporting information, p. 798 - 801 (2017/02/05)
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.
Highly Enantioselective Synthesis of Indolines: Asymmetric Hydrogenation at Ambient Temperature and Pressure with Cationic Ruthenium Diamine Catalysts
Yang, Zhusheng,Chen, Fei,He, Yanmei,Yang, Nianfa,Fan, Qing-Hua
supporting information, p. 13863 - 13866 (2016/10/26)
A highly enantioselective synthesis of indolines by asymmetric hydrogenation of 1H-indoles and 3H-indoles at ambient temperature and pressure, catalyzed by chiral phosphine-free cationic ruthenium complexes, has been developed. Excellent enantio- and diastereoselectivities (up to >99 % ee, >20:1 d.r.) were obtained for a wide range of indole derivatives, including unprotected 2-substituted and 2,3-disubstituted 1H-indoles, as well as 2-alkyl- and 2-aryl-substituted 3H-indoles.
Single-operation deracemization of 3H-indolines and tetrahydroquinolines enabled by phase separation
Lackner, Aaron D.,Samant, Andrew V.,Toste, F. Dean
, 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.
Continuous-flow catalytic asymmetric hydrogenations: Reaction optimization using FTIR inline analysis
Rueping, Magnus,Bootwicha, Teerawut,Sugiono, Erli
scheme or table, p. 300 - 307 (2012/05/20)
The asymmetric organocatalytic hydrogenation of benzoxazines, quinolines, quinoxalines and 3H-indoles in continuous-flow microreactors has been developed. Reaction monitoring was achieved by using an inline ReactIR flow cell, which allows fast and conveni
Thieme chemistry journal awardees - Where are they now? Asymmetric br?nsted acid catalyzed transfer hydrogenations
Rueping, Magnus,Sugiono, Erli,Schoepke, Fenja R.
scheme or table, p. 852 - 865 (2010/07/06)
Asymmetric hydrogenations are of great importance in the synthesis of optically active amines. This account highlights the development of the first metal-free transfer hydrogenation that is both highly enantioselective and inspired by natures dehydrogen?ase. Further focus is given to the extension of this bioinspired process to provide a variety of valuable, biologically active products and natural products under mild reaction conditions. Georg Thieme Verlag Stuttgart - New York.
