• Eine praktische Synthese des S,S-DICHED-Katalysators

    From left: C. Hoffmann, Dr. C. Hirschhäuser, K. Bojaryn (University of Duisburg-Essen, Germany)


A Synthesis of S,S-DICHED Catalyst for Matteson Homologations

Christoph Hirschhäuser describes a new route for the synthesis of the S,S-DICHED catalyst.

Ambient-Pressure Asymmetric Preparation of S,S-DICHED, a C2-Symmetrical Director for Matteson Reactions: K. Bojaryn, C. Hoffmann, F. R. Struth, C. Hirschhäuser
Synlett 2018, DOI: 10.1055/s-0036-1591530

The Matteson homologation reaction is a very useful and stereocontrolled process allowing the iterative insertion of a stereogenic one-carbon unit across the C–B bond of a chiral boronic ester (for a tutorial on the Matteson reaction see: https://www.youtube.com/watch?v=uNkt1vo8bj8). Dicyclohexylethane-1,2-diol (DICHED) is one of the most effective ‘chiral directors’ used in the boronic ester function. The group of Dr. Christoph Hirschhäuser from the University of Duisburg-Essen (Germany) has recently reported a user-friendly method for preparing DICHED.

  • Eine praktische Synthese des S,S-DICHED-Katalysators

    Synthesis of S,S-DICHED

Dr. Hirschhäuser said: “Despite its advantages, DICHED is currently underutilized as a chiral director in Matteson homologations, which could be due to the inconvenience of its traditional (pressurized) synthesis.”
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