Facile and efficient Lewis acid catalyzed synthesis of an asymmetric tetrazine useful for bio-orthogonal click chemistry applications. Academic Article uri icon

abstract

  • Bio-orthogonal tetrazine click reactions have recently attracted significant interest for applications spanning biological imaging, cancer targeting, and biomaterials science. Here, we report a simple and efficient two-step scheme for the synthesis of an asymmetric tetrazine molecule containing a carboxylic acid handle for subsequent macromolecular conjugation. Yields as high as 75% were achieved using as little as 0.005 equivalents of nickel triflate catalyst, which is a significant improvement over previous methodologies.

published proceedings

  • Tetrahedron Lett

altmetric score

  • 0.5

author list (cited authors)

  • Alge, D. L., Donohue, D. F., & Anseth, K. S.

citation count

  • 11

complete list of authors

  • Alge, Daniel L||Donohue, Dillon F||Anseth, Kristi S

publication date

  • January 2013