Get access

Cooperative Iron–Brønsted Acid Catalysis: Enantioselective Hydrogenation of Quinoxalines and 2 H-1,4-Benzoxazines

Authors

  • Steffen Fleischer,

    1. Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Straße 29a, 18059 Rostock (Germany), Fax: (+49) 381-1281-5000
    Search for more papers by this author
  • Dr. Shaolin Zhou,

    1. College of Chemistry, Central China Normal University, Luoyu Road, No. 152, 430079 Wuhan (P.R. China)
    Search for more papers by this author
  • Svenja Werkmeister,

    1. Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Straße 29a, 18059 Rostock (Germany), Fax: (+49) 381-1281-5000
    Search for more papers by this author
  • Dr. Kathrin Junge,

    1. Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Straße 29a, 18059 Rostock (Germany), Fax: (+49) 381-1281-5000
    Search for more papers by this author
  • Prof. Dr. Matthias Beller

    Corresponding author
    1. Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Straße 29a, 18059 Rostock (Germany), Fax: (+49) 381-1281-5000
    • Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Straße 29a, 18059 Rostock (Germany), Fax: (+49) 381-1281-5000
    Search for more papers by this author

Abstract

original image

Come together! A selective Fe-catalysed enantioselective reduction of quinoxalines and benzoxazines with hydrogen is demonstrated. Key to success is the combination of a chiral Brønsted acid and a well-defined non-chiral Fe hydrogenation catalyst. This methodology constitutes an attractive and environmentally favourable alternative to well-established asymmetric hydrogenations by using precious-metal-based catalysts.

Ancillary