Nature Communications (Mar 2020)

Intermolecular [3+3] ring expansion of aziridines to dehydropiperi-dines through the intermediacy of aziridinium ylides

  • Josephine Eshon,
  • Kate A. Nicastri,
  • Steven C. Schmid,
  • William T. Raskopf,
  • Ilia A. Guzei,
  • Israel Fernández,
  • Jennifer M. Schomaker

DOI
https://doi.org/10.1038/s41467-020-15134-x
Journal volume & issue
Vol. 11, no. 1
pp. 1 – 8

Abstract

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Traditional synthesis of stereodefined piperidines requires selective installation of functional groups that can lower efficiency and modularity. Here, the authors assemble stereochemically complex and highly substituted dehydropiperidines via an intermolecular ring expansion between bicyclic aziridines and Rh-supported vinyl carbenes.