Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 29, Pages 10310-10313Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201501780
Keywords
asymmetric catalysis; hydrogen bond; oxidation; ruthenium; sulfur heterocycles
Categories
Funding
- Alexander von Humboldt foundation
- Deutsche Forschungsgemeinschaft (DFG) [Ba 1372/17-1]
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A chiral ruthenium catalyst was developed for the enantioselective sulfoxidation of the title compounds. The catalyst combines two elements of chirality, a chiral pybox ligand and a chiral bicylic lactam unit, to which the ligand is attached. The latter unit was shown to improve significantly the performance of the catalyst by exposing one of the two enantiotopic sulfur atoms to the active site via hydrogen-bond mediated coordination. Ten differently substituted substrates were converted into the respective sulfoxides in yields of 52-71% and with 90% ee.
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