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Keywords:

  • asymmetric catalysis;
  • epoxidation;
  • fluorine;
  • olefin isostere;
  • peptides;
  • peptidomimetic

Graphical Abstract

Thumbnail image of graphical abstract

Subtle exchange: Replacement of an amide function with alkene or fluoroalkene groups provides a new class of epoxidation catalysts (see scheme). The structure-dependent catalytic behavior of these isosteric peptides provides mechanistic insights in their mode of action.