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Gold‐Catalyzed Asymmetric Allylic Substitution of Free Alcohols: An Enantioselective Approach to Chiral Chromans with Quaternary Stereocenters for the Synthesis of Vitamin E and Analogues
Authors:Dr. Uxue Uria  Dr. Carlos Vila  Dr. Ming‐Yuan Lin  Prof. Dr. Magnus Rueping
Affiliation:Institute of Organic Chemistry, Institution RWTH Aachen University, Landoltweg 1, 52074 Aachen (Germany)
Abstract:The enantioselective synthesis of α‐ and γ‐tocopherol (the most biologically active members of vitamin E family) and analogues has been accomplished employing a new enantioselective gold catalyzed intramolecular allylic alkylation reaction followed by an olefin cross‐metathesis as key steps. The methodology proved to be applicable to different olefins highlighting its potential for the synthesis of diverse libraries.
Keywords:allylic alkylation  chromans  gold catalysis  tocopherol  vitamin   E
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