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Asymmetric oxidation of sulfides with hydrogen peroxide catalyzed by a vanadium complex of a new chiral NOO-ligand

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Indexed by:期刊论文

Date of Publication:2009-12-15

Journal:CATALYSIS COMMUNICATIONS

Included Journals:SCIE

Volume:11

Issue:4

Page Number:294-297

ISSN No.:1566-7367

Key Words:Asymmetric oxidation; Chiral NOO-ligand; Chiral sulfoxide; Sulfoxidation; Vanadium catalyst

Abstract:A new chiral NOO-tridentate ligand (8R)-2-(2-hydroxyphenyl)-4-methyl-5,6,7.8-tetrahydro-quinolin-8-ol (1) bearing a rigid tetrahydroquinoline framework was prepared and applied in the vanadium-catalyzed asymmetric oxidation of aryl methyl sulfides with H(2)O(2) as oxidant. Less toxic acetone was found to be the proper solvent for the enantioselective oxidation of sulfides. Under the optimal condition, the asymmetric oxidation of aryl methyl sulfides in acetone catalyzed by VO(acac)(2)/1 at 0 degrees C gives good to high yields (80-95%) of sulfoxides with enantioselectivity up to 77% ee. (C) 2009 Elsevier B.V. All rights reserved.

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