Organocatalytic Enantioselective Oxidations of Sulfides to Sulfoxides

Authors

  • R. Cibulka Department of Organic Chemistry, Institute of Chemical Technology, Prague
  • R. Jurok Department of Organic Chemistry, Institute of Chemical Technology, Prague

Keywords:

asymmetric oxidations, sulfides, sulfoxides, organocatalysis, flavins, flavinium salts

Abstract

Organocatalytic systems for enantioselective oxidations of sulfides to sulfoxides are reviewed. The most promising systems utilize hydrogen peroxide as final oxidant and chiral imines, chiral phosphoric acid derivatives, or chiral flavinium salts as catalysts which are able to provide oxidation of sulfides with enantioselectivities up to 80 % ee for aryl methyl sulfides and 91 % ee for tert-butyl methyl sulfide. In addition, enantioselective oxidations with iodylbenzene or iodylbenzoic acid in the presence of non-racemic substituted tartaric acid are mentioned.

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Published

2012-10-15

How to Cite

Cibulka, R., & Jurok, R. (2012). Organocatalytic Enantioselective Oxidations of Sulfides to Sulfoxides. Chemické Listy, 106(10), 896–902. Retrieved from http://w.chemicke-listy.cz/ojs3/index.php/chemicke-listy/article/view/829

Issue

Vol. 106 No. 10 (2012)

Section

Articles