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Catalytic Asymmetric Oxidation of Alkyl Aryl Sulfides Mediated by a Series of Chiral N-Alkyl-1,2-diphenylaminoethanol/Titanium/Water Complexes

A series of chiral N-alkyl-1,2-diphenylaminoethanol/titanium/water complexes were investigated as potential efficient catalyst for the enantioselective oxidation of alkyl aryl sulfides. The structure of the aminoethanols strongly influenced on the reactivity and enantioselectivity. Using (1S,2S)-N-m...

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Bibliographic Details
Published in:Synthetic communications 2003-01, Vol.33 (16), p.2793-2801
Main Authors: Peng, YunGui, Feng, XiaoMing, Cui, Xin, Jiang, YaoZhong, Choi, Michael C. K., Chan, Albert S. C.
Format: Article
Language:English
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Summary:A series of chiral N-alkyl-1,2-diphenylaminoethanol/titanium/water complexes were investigated as potential efficient catalyst for the enantioselective oxidation of alkyl aryl sulfides. The structure of the aminoethanols strongly influenced on the reactivity and enantioselectivity. Using (1S,2S)-N-methyl-1,2-diphenylaminoethanol (6) as ligand in oxidation of methyl phenyl sulfide, gave (S)-sulfoxide with moderate yield and ee.
ISSN:0039-7911
1532-2432
DOI:10.1081/SCC-120022167