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The Catalytic Asymmetric Abramov Reaction
Authors:Dr. Joyram Guin  Dr. Qinggang Wang  Manuel van Gemmeren  Prof. Dr. Benjamin List
Affiliation:Max‐Planck‐Institut für Kohlenforschung, Kaiser Wilhelm‐Platz 1, 45470 Mülheim an der Ruhr (Germany)
Abstract:The first catalytic enantioselective Abramov reaction is described. The process is based on the utilization of a chiral disulfonimide catalyst, which efficiently avoids the difficulties encountered with metal‐based catalysts. Several functionalized α‐hydroxy phosphonates were synthesized in good yields and with excellent enantiomeric ratios of up to >99:1. The process was shown to be scalable and up to 1 g of starting material could be employed under mild reaction conditions.
Keywords:Abramov reaction  disulfonimides  hydrophosphonylations  organocatalysis  α  ‐hydroxy phosphonates
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