Kinugasa reactions in water: from green chemistry to bioorthogonal labelling.

@article{Chigrinova2015KinugasaRI,
  title={Kinugasa reactions in water: from green chemistry to bioorthogonal labelling.},
  author={Mariya Chigrinova and Douglas A MacKenzie and Allison Rae Sherratt and Lawrence L W Cheung and John Paul Pezacki},
  journal={Molecules},
  year={2015},
  volume={20 4},
  pages={6959-69}
}
The Kinugasa reaction has become an efficient method for the direct synthesis of β-lactams from substituted nitrones and copper(I) acetylides. In recent years, the reaction scope has been expanded to include the use of water as the solvent, and with micelle-promoted [3+2] cycloadditions followed by rearrangement furnishing high yields of β-lactams. The high yields of stable products under aqueous conditions render the modified Kinugasa reaction amenable to metabolic labelling and bioorthogonal… CONTINUE READING