Literature DB >> 15387551

Efficient copper-mediated reactions of nitrenes derived from sulfonimidamides.

Dominique Leca1, Aurélie Toussaint, Camille Mareau, Louis Fensterbank, Emmanuel Lacôte, Max Malacria.   

Abstract

[reaction: see text] 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.

Entities:  

Year:  2004        PMID: 15387551     DOI: 10.1021/ol0485520

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

1.  Synthesis and functionalization of cyclic sulfonimidamides: a novel chiral heterocyclic carboxylic Acid bioisostere.

Authors:  Nils Pemberton; Henrik Graden; Emma Evertsson; Emma Bratt; Matti Lepistö; Petra Johannesson; Per H Svensson
Journal:  ACS Med Chem Lett       Date:  2012-05-30       Impact factor: 4.345

2.  Exploiting Configurational Lability in Aza-Sulfur Compounds for the Organocatalytic Enantioselective Synthesis of Sulfonimidamides.

Authors:  Michael J Tilby; Damien F Dewez; Adrian Hall; Carolina Martínez Lamenca; Michael C Willis
Journal:  Angew Chem Int Ed Engl       Date:  2021-11-02       Impact factor: 16.823

3.  Modern Stereoselective Synthesis of Chiral Sulfinyl Compounds.

Authors:  Elżbieta Wojaczyńska; Jacek Wojaczyński
Journal:  Chem Rev       Date:  2020-04-29       Impact factor: 60.622

4.  Accessing Perfluoroaryl Sulfonimidamides and Sulfoximines via Photogenerated Perfluoroaryl Nitrenes: Synthesis and Application as a Chiral Auxiliary.

Authors:  Giampiero Proietti; Julius Kuzmin; Azamat Z Temerdashev; Peter Dinér
Journal:  J Org Chem       Date:  2021-11-12       Impact factor: 4.354

5.  Synthesis of sulfonimidamides from sulfinamides by oxidation with N-chlorosuccinimide.

Authors:  Olga García Mancheño; Carsten Bolm
Journal:  Beilstein J Org Chem       Date:  2007-09-25       Impact factor: 2.883

  5 in total

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