CHIMIA (Feb 2016)

tert-Butanesulfinamides as Nitrogen Nucleophiles in Carbon–Nitrogen Bond Forming Reactions

  • Johana Ramirez Hernandez,
  • Fabrice Chemla,
  • Franck Ferreira,
  • Olivier Jackowski,
  • Julie Oble,
  • Alejandro Perez-Luna,
  • Giovanni Poli

DOI
https://doi.org/10.2533/chimia.2016.84
Journal volume & issue
Vol. 70, no. 1-2

Abstract

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The use of tert-butanesulfinamides as nitrogen nucleophiles in carbon–nitrogen bond forming reactions is reviewed. This field has grown in the shadow of the general interest in N-tert-butanesulfinyl imines for asymmetric synthesis and occupies now an important place in its own right in the chemistry of the chiral amine reagent tert-butanesulfinamide. This article provides an overview of the area and emphasizes recent contributions wherein the tert-butanesulfinamides act as chiral auxiliaries or perform as nitrogen donors in metal-catalyzed amination reactions.

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