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Keywords:

  • allylic alcohols;
  • enantioselectivity;
  • isomerization;
  • kinetic resolution;
  • rhodium
Thumbnail image of graphical abstract

On the [Rh]oad again: A series of optically pure allylic alcohols is obtained through the Rh/BINAP-catalyzed redox isomerization of racemic allylic alcohols. An improved system involves the use of cationic rhodium and a noncoordinating solvent, in which aromatic and aliphatic allylic alcohols are effectively resolved with kf/ks (kf=rate of fast reaction, ks=rate of slow reaction) values up to 24.