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Regio- and Diastereoselective Access to Fused Isoxazolidines via Ru(II)-Catalyzed C-H Activation of Nitrones and Coupling with Perfluoroalkylolefins.

Yunyun LiFang XieYuan LiuXifa YangXingwei Li
Published in: Organic letters (2018)
The synthsis of fluorinated isoxazolidines in bicyclic settings has been realized via Ru(II)-catalyzed C-H activation of aryl nitrones with perfluoroalkyl-substituted olefins as the coupling partner. The reaction proceeded via initial chelation-assisted C(aryl)-H allylation followed by regio- and diastereoselective intramolecular dipolar addition between the nitrone directing group and the olefin unit.
Keyphrases
  • room temperature
  • energy transfer
  • ionic liquid
  • molecular docking
  • electron transfer