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Updated: May 24, 2025
Chemical Triphosphorylation of Oligonucleotides
Published on: June 2, 2022
Room-Temperature Ligation of Iminophosphoranes with gem-Difluoroalkenes
Masaru Tanioka1, Fuudai Enomoto1, Fumino Kitamura1
1Graduate School of Medicine and Pharmaceutical Sciences, University of Toyama, 2630 Sugitani, Toyama 930-0194, Japan.
Abstract:
Ligation reactions that proceed at room temperature under aqueous conditions and without catalysts are in high demand, including bioorthogonal reactions. We report a mild amide-ligation reaction of iminophosphoranes with gem-difluoroalkenes. Through experimental and theoretical analyses of intermolecular and intramolecular amidation reactions, we found that the Staudinger-Bertozzi ligation-type reaction of iminophosphoranes with gem-difluoroalkenes is an excellent reaction that proceeds rapidly at room temperature in an aqueous solvent.
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