Synthesis of a chiral C2-symmetric sterically hindered pyrrolidine nitroxide radical via combined iterative nucleophilic additions and intramolecular 1,3-dipolar cycloadditions to cyclic nitrones.

@article{Morozov2012SynthesisOA,
  title={Synthesis of a chiral C2-symmetric sterically hindered pyrrolidine nitroxide radical via combined iterative nucleophilic additions and intramolecular 1,3-dipolar cycloadditions to cyclic nitrones.},
  author={Denis A Morozov and Igor A Kirilyuk and Denis Komarov and Andrea Goti and Irina Yu Bagryanskaya and Natalia V Kuratieva and Igor A Grigor'ev},
  journal={The Journal of organic chemistry},
  year={2012},
  volume={77 23},
  pages={10688-98}
}
A sterically hindered bis-spirocyclic C(2)-symmetric chiral pyrrolidine-type nitroxide has been successfully synthesized starting from an l-tartaric derived nitrone. Starting from a pyrrolidine flanked by two methylene groups, complete quaternization of the two α-carbon atoms has been accomplished through iteration of completely regio- and stereoselective… CONTINUE READING