Literature DB >> 18986154

Stereoselective rhodium-catalyzed imination of sulfides.

Florence Collet1, Robert H Dodd, Philippe Dauban.   

Abstract

The preparation of optically active sulfilimines via the catalytic diastereoselective imination of sulfides using a chiral nitrene is described. Excellent yields up to 97% and good diastereoselectivities up to 96% have been obtained. Oxidation of the sulfilimines then stereospecifically affords the corresponding sulfoximines with very good yields in the 88-96% range.

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Year:  2008        PMID： 18986154     DOI： 10.1021/ol802295b

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


  4 in total

1.  Enantioselective imidation of sulfides via enzyme-catalyzed intermolecular nitrogen-atom transfer.

Authors:  Christopher C Farwell; John A McIntosh; Todd K Hyster; Z Jane Wang; Frances H Arnold
Journal:  J Am Chem Soc       Date:  2014-06-05       Impact factor: 15.419

2.  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

3.  Catalytic Enantioselective Synthesis of Pyridyl Sulfoximines.

Authors:  Yu Tang; Scott J Miller
Journal:  J Am Chem Soc       Date:  2021-06-14       Impact factor: 16.383

4.  Catalytic Chemoselective Sulfimidation with an Electrophilic [CoIII (TAML)]- -Nitrene Radical Complex*.

Authors:  Nicolaas P van Leest; Jarl Ivar van der Vlugt; Bas de Bruin
Journal:  Chemistry       Date:  2020-11-19       Impact factor: 5.236
  4 in total

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