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Keywords:

  • alkaloids;
  • biomimetic synthesis;
  • N-acyliminium;
  • Nazarov cyclization;
  • pyrrole-2-amino imidazole alkaloids
Thumbnail image of graphical abstract

Enzymatic Transformations can sometimes be emulated in the laboratory using judiciously chosen reagents and reaction conditions. In their Communication on page 6870 ff., J. C. P. Reyes and D. Romo describe a bioinspired synthetic route to agelastatin A, a unique tetracyclic member of the pyrrole-2-aminoimidazole family of alkaloids. The efficiency of the developed route, in which the formation of the C-ring of the natural product precedes that of the B-ring, suggests biosynthetic relevance.