Details

Autor(en) / Beteiligte

• Yang, Zhusheng
• Chen, Fei
• He, Yanmei
• Yang, Nianfa
• Fan, Qing-Hua

Titel

Highly Enantioselective Synthesis of Indolines: Asymmetric Hydrogenation at Ambient Temperature and Pressure with Cationic Ruthenium Diamine Catalysts

Ist Teil von

• Angewandte Chemie International Edition, 2016-10, Vol.55 (44), p.13863-13866

Auflage

International ed. in English

Ort / Verlag

Germany: Blackwell Publishing Ltd

Erscheinungsjahr

2016

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• 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. Setting the ambiance: The title reaction was achieved in the presence of chiral cationic ruthenium diamine complexes at ambient temperature and pressure. The method provides a promising approach for obtaining a broad range of enantioenriched indolines and 3H‐indoles with excellent stereoselectivities. HFIP=hexafluoroisopropanol, THF=tetrahydrofuran.