Efficient Copper-Mediated Reactions of Nitrenes Derived from Sulfonimidamides

Dominique Leca, Aurélie Toussaint, Camille Mareau, Louis Fensterbank,* Emmanuel Lacôte,* and Max Malacria*; ;
Universit Pierre et Marie Curie, Laboratoire de Chimie Organique, UMR CNRS 7611, 4 place Jussieu, C. 229, 75005 Paris, France
Org. Lett., 2004, 6 (20), pp 3573–3575
DOI: 10.1021/ol0485520
Publication Date (Web): August 27, 2004
Copyright © 2004 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, fensterb@ccr.jussieu.fr, ; , lacote@ccr.jussieu.fr, ; , malacria@ccr.jussieu.fr

Abstract

Abstract Image

Sulfonimidamides lead efficiently to nitrenes and have been converted to sulfimides, sulfoximines, and aziridines in good yields, through a copper-mediated multicomponent reaction. The stereogenic sulfur atom and the trivalent nitrogen atom present in the molecules open the way to asymmetric synthesis, whose first results are presented.

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History

  • Published In Issue September 30, 2004
  • Received July 26, 2004

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