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

Authors

  • Johana Ramirez Hernandez Sorbonne Universités, UPMC Univ Paris 06, UMR CNRS 8232, Institut Parisien de Chimie Moléculaire, F-75005, Paris, France
  • Fabrice Chemla Sorbonne Universités, UPMC Univ Paris 06, UMR CNRS 8232, Institut Parisien de Chimie Moléculaire, F-75005, Paris, France
  • Franck Ferreira Sorbonne Universités, UPMC Univ Paris 06, UMR CNRS 8232, Institut Parisien de Chimie Moléculaire, F-75005, Paris, France
  • Olivier Jackowski Sorbonne Universités, UPMC Univ Paris 06, UMR CNRS 8232, Institut Parisien de Chimie Moléculaire, F-75005, Paris, France
  • Julie Oble Sorbonne Universités, UPMC Univ Paris 06, UMR CNRS 8232, Institut Parisien de Chimie Moléculaire, F-75005, Paris, France
  • Alejandro Perez-Luna Sorbonne Universités, UPMC Univ Paris 06, UMR CNRS 8232, Institut Parisien de Chimie Moléculaire, F-75005, Paris, France;, Email: alejandro.perez_luna@upmc.fr
  • Giovanni Poli Sorbonne Universités, UPMC Univ Paris 06, UMR CNRS 8232, Institut Parisien de Chimie Moléculaire, F-75005, Paris, France

DOI:

https://doi.org/10.2533/chimia.2016.84

Keywords:

Amination, Tert-butanesulfinamide, Chiral nucleophiles

Abstract

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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Published

2016-02-24

Issue

Section

Scientific Articles