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Keywords:

  • cycloaddition;
  • cycloalkynes;
  • kinetics;
  • nitrones;
  • protein modifications
Thumbnail image of graphical abstract

Quicker and slicker: An efficient metal-free 1,3-dipolar cycloaddition of dibenzocyclooctynes with nitrones proceeded with rate constants of up to 39 M−1 s−1, or up to 300 times faster than similar reactions with azides. This strategy is useful for the site-specific N-terminal modification of peptides and proteins (see scheme).