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Keywords:

  • allylation;
  • homoallylic esters;
  • rearrangement;
  • ring enlargement;
  • Tishchenko reaction
Thumbnail image of graphical abstract

Conceptually different: This allyltransfer reaction is catalyzed by Lewis acids (LAs) and proceeds atom-economically by disproportionation of the carbonyl groups through organized oxonia-Cope transition states (see scheme). A stereoselective [n+4] ring enlargement leads to a variety of macrolides with 9- to 16-membered rings.